Analyzing the synthesis route of 5061-21-2

5061-21-2 2-Bromo-4-butanolide 95463, aTetrahydrofurans compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5061-21-2,2-Bromo-4-butanolide,as a common compound, the synthetic route is as follows.

Starting with a solution of the appropriate amine (2.5 equiv) in dry MeCN or DCM, anhydrous K2CO3 (1 or 2 equiv) and tetrabutylammonium bromide (TBAB, 0.1 equiv) were added and the reaction mixture was stirred at room temp for 30 min. Subsequently, the reaction mixture was cooled down to 0 C and a solution of 3-bromo-dihydrofuran-2(3H)-one (2.5 equiv) in dry solvent (MeCN or DCM) was added. Stirring was continued at 0 C for 1 h and then at room temp for 3-50 h. The resultant mixture was filtered and the solvent evaporated. The oily residue was dissolved in solution of EtOH or MeOH with Et2O and acidified to pH 2-3 with saturated HCl solution in EtOH. After 2-7 days of at 5 C a hydrochloride salt precipitated. The salt was then purified by recrystallization from the appropriate solvent (EtOH or MeOH)., 5061-21-2

5061-21-2 2-Bromo-4-butanolide 95463, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Article; Wieckowski, Krzysztof; Bytnar, Justyna; Bajda, Marek; Malawska, Barbara; Salat, Kinga; Filipek, Barbara; Stables, James P.; Bioorganic and medicinal chemistry; vol. 20; 21; (2012); p. 6533 – 6544,12;; ; Article; Wi?ckowski, Krzysztof; Sa?at, Kinga; Bytnar, Justyna; Bajda, Marek; Filipek, Barbara; Stables, James P.; Malawska, Barbara; Bioorganic and Medicinal Chemistry; vol. 20; 21; (2012); p. 6533 – 6544;,
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Some tips on 5061-21-2

As the paragraph descriping shows that 5061-21-2 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5061-21-2,2-Bromo-4-butanolide,as a common compound, the synthetic route is as follows.

5061-21-2, General procedure: To a stirred mixture of thiols 12a-12k (100 mmol) and K2CO3(27.64 g, 200 mmol) in DMF (120 mL) at room temperaturewas added alpha-bromobutyrolactone (10, 14.85 g, 90 mmol), andthe resulting mixture was stirred at room temperature until thecompletion of reaction as indicated by TLC analysis (typicallywithin 12 h).The reaction mixture was poured into ice-water (400 mL),and the mixture thus obtained was extracted with CH2Cl2 (3 ¡Á100 mL). The combined extracts were washed successively with10% aqueous Na2CO3 (2 ¡Á 100 mL) and 5% brine (3 ¡Á 100 mL),dried over anhydrous Na2SO4 and evaporated on a rotary evaporator to aord a residue, which was purifed by columnchromatography to yield 13a-13k after trituration withEtOAc/n-hexane if the product was a solid.

As the paragraph descriping shows that 5061-21-2 is playing an increasingly important role.

Reference£º
Article; Zhang, Xiansheng; Wu, Jingwei; Liu, Yuqiang; Xie, Yafei; Liu, Changying; Wang, Jianwu; Zhao, Guilong; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 192; 7; (2017); p. 799 – 811;,
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Simple exploration of 5061-21-2

As the paragraph descriping shows that 5061-21-2 is playing an increasingly important role.

5061-21-2,5061-21-2, 2-Bromo-4-butanolide is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 41 (1 equiv), K2CO3 (3 equiv), and halogenated compounds (2 equiv) in DMF (5 mL) was stirred for 45 min at room temperature. After filtering the mixture and removing the solvent in vacuo, the residue was purified by column chromatography (eluent: hexane/EtOAc 95:5) to afford the desired compounds (42a-d) as white solids in 73-82% yields.

As the paragraph descriping shows that 5061-21-2 is playing an increasingly important role.

Reference£º
Article; Chen, Ying; Cheng, Ming; Liu, Fa-Qiang; Xia, Peng; Qian, Keduo; Yu, Donglei; Xia, Yi; Yang, Zheng-Yu; Chen, Chin-Ho; Morris-Natschke, Susan L.; Lee, Kuo-Hsiung; European Journal of Medicinal Chemistry; vol. 46; 10; (2011); p. 4924 – 4936;,
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New learning discoveries about 5061-21-2

The synthetic route of 5061-21-2 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5061-21-2,2-Bromo-4-butanolide,as a common compound, the synthetic route is as follows.

5061-21-2, To a solution of 4-bromophenol (13.9 g, 0.078 mol) in 75 mL of DMF was added cesium carbonate(38 g, 1.5 eq.). It was then cooled to 0 C and ct-Bromo-y-butyrolactone (18 g, 1.4 eq.) was added.After the addition was completed, the mixture was stirred at RT overnight. It was quenched withwater and extracted with EtOAc (3x). The combined organic layer was washed with water (2x),brine and dried (Na2504). The residue after concentration was purified on a Biotage column using 5-50% EtOAc in hexane to give 3-(4-bromophenoxy)dihydrofuran-2(3H)-one (17 g, 85%).

The synthetic route of 5061-21-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE BRIGHAM AND WOMEN’S HOSPITAL, INC.; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; LEE, Arthur; MCKEW, John, C.; PATEL, Paresma, R.; YU, Paul, B.; MOHEDAS, Agustin, H.; SANDERSON, Philip, E.; ZHENG, Wei; HUANG, Xiuli; UNIVERSITY OF HOUSTON SYSTEM; CUNY, Gregory, D.; (304 pag.)WO2016/11019; (2016); A1;,
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Some tips on 5061-21-2

As the paragraph descriping shows that 5061-21-2 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5061-21-2,2-Bromo-4-butanolide,as a common compound, the synthetic route is as follows.,5061-21-2

To a solution of 4-bromophenol (5 g, 0.028 mol) in dry N,N-dimethylformamide (50 mL), at 0 C., 60% sodium hydride (1.38 g, 0.05 mol) was added. This was stirred for about 30 minutes at about 0 C. Afterwards, {acute(alpha)}-bromobutyrolactone (7.19 g, 0.043 mol) was added and the reaction mixture was stirred for about 2 hours at 0 C. and subsequently stirred at room temperature for about 1 hour. The reaction mixture was heated to about 100 C. for ?4 hours. Finally, the reaction mixture was quenched with water and extracted in ethyl acetate, the organic layer was washed with brine and water and driedanhydrous sodium sulphate; 15 g of crude product was obtained which was purified in 100-200 mesh size silica gel column chromatography by using 25% ethyl acetate-hexane as eluent to get the desired product Yield: 8 g Mass: 256.69 (M-1)

As the paragraph descriping shows that 5061-21-2 is playing an increasingly important role.

Reference£º
Patent; RANBAXY LABORATORIES LIMITED; Khera, Manoj Kumar; Soni, Ajay; Sattigeri, Jitendra; Sattigeri, Viswajanani; Das, Biswajit; Cliffe, Ian A.; Bhatnagar, Pradip Kumar; Rauf, Abdul Rehman Abdul; Musib, Arpita; Saha, Subham; Yadav, Neeraj Kumar; Ahammed, Sabir; Reddy, Ranadheer R.; Ray, Abhijit; Srivastava, Punit; Dastidar, Sunanda Ghosh; US2014/148459; (2014); A1;,
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Brief introduction of 5061-21-2

5061-21-2 2-Bromo-4-butanolide 95463, aTetrahydrofurans compound, is more and more widely used in various fields.

5061-21-2, 2-Bromo-4-butanolide is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5061-21-2

General procedure: To a vigorously stirring solution of a-imino ester 1 (0.5 mmol, 1 equiv) and alpha-halo ester (2c-k, 1.5 mmol, 3 equiv) in THF/DMF (1 mL) was added indium powder (1 mmol, 2 equiv). The mixture was allowed to stir vigorously at 30 C for given time. After this period, the reaction mixture was quenched with 2 mL of water and transferred to a separating funnel and extracted using ethyl acetate (315 mL). The combined organic layers were dried over anhydrous Na2SO4. Then the solvent was evaporated under vacuum. Purification of the resulting crude reaction mixture by column chromatography on silica gel (EtOAc/Hexane as eluent) gave the product 10 (see Tables 4 and 5 and Scheme 4 for individual entries).

5061-21-2 2-Bromo-4-butanolide 95463, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Article; Aslam, Nayyar Ahmad; Babu, Srinivasarao Arulananda; Sudha, Arya Jayadev; Yasuda, Makoto; Baba, Akio; Tetrahedron; vol. 69; 32; (2013); p. 6598 – 6611;,
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Some tips on 5061-21-2

As the paragraph descriping shows that 5061-21-2 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5061-21-2,2-Bromo-4-butanolide,as a common compound, the synthetic route is as follows.

5061-21-2, General procedure: Anhydrous K2CO3 (5 equiv) was added to the solution of relevantamine (1 equiv) and tetrabutylammonium bromide (TBAB)(0.01 equiv) in the acetonitrile and the mixture was stirred at at0 C for 1.5 h. Then a solution of 3-bromodihydrofuran-2(3H)-one(8) or 3-bromo-5-methyldihydrofuran-2(3H)-one (9) (1 equiv)was added dropwise and stirring was continued for 12-48 h atroom temperature. After the reaction was completed, the precipitatewas filtered off and the filtrate was concentrated under vacuum.Obtained crude products were purified by columnchromatography. Reagents and conditions: 4.85mmol 2 (1.22g), 24.25mmol K2CO3 (3.35g), 0.05mmol TBAB (0.02g), 4.85mmol 8 (0.80g), 20ml MeCN, 20h; purification by column chromatography (S5); Yield 72%; yellow oil; Rf: 0.76 (S7); 1H NMR (300MHz, chloroform-d) delta ppm 1.27-1.39 (m, 2H(piperidine)) 1.54-1.65 (m, 2H(piperidine)) 2.15 (dt, J=11.41, 3.53Hz, 1H(piperidine)) 2.22-2.35 (m, 3H (piperidine)) 2.60 (td, J=11.41, 2.56Hz, 1H(CHCH)) 2.71-2.80 (m, 1H(NCHCH2CH2)) 2.95-3.02 (m, 1H(NCHCH2CH2)) 3.47-3.52 (d, 1H (CHCH)) 3.54-3.61 (t, 1H (NCH)) 4.17 (td, J=8.91, 7.82Hz, 1H(CH2CH2O)) 4.27-4.38 (m, 1H (CH2CH2O)) 7.07-7.41 (m, 10H(Ar)), ESI-MS (m/z) 336.2 [M+H]+.

As the paragraph descriping shows that 5061-21-2 is playing an increasingly important role.

Reference£º
Article; Kowalczyk, Paula; Sa?at, Kinga; Hoefner, Georg C.; Guzior, Natalia; Filipek, Barbara; Wanner, Klaus T.; Kulig, Katarzyna; Bioorganic and Medicinal Chemistry; vol. 21; 17; (2013); p. 5154 – 5167;,
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Some tips on 5061-21-2

As the paragraph descriping shows that 5061-21-2 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5061-21-2,2-Bromo-4-butanolide,as a common compound, the synthetic route is as follows.

5061-21-2, 3,4-Dihydro-2-(2-hydroxyethyl)-7-nitro-3-oxo-2H-1,4-benzoxazine Method D: 2-amino-5-nitrophenol (13.5 g, 87.6 mmol, 1 eq.) and alpha-bromo-gamma-butyrolactone (8.0 ml, 96.3 mmol, 1.1 eq.) were added to a stirring mixture of DMF (80 ml) and potassium carbonate (12.1 g, 87.6 mmol). After refluxing 5 hours and returning to room temperature, the reaction was poured into an equal volume of ice water and was stirred 15 minutes before being filtered. The resulting brown solid was dried in vacuo at 65 C. to afford a 45% yield of the product, mp 177-178 C.; MS (FAB) MH+ 239; IR (KBr) 3541, 3204, 3095, 3037, 2929, 2888, 1699, 1599, 1508, 1480, 1417, 1389, 1342, 1299, 1136, 1034, 798, 617, 499 cm-1; 1 H NMR (DMSO-d6) delta11.32 (br s, 1H), 7.91 (dd, 1H, J=2.4, 8.7 Hz), 7.79 (s, 1H), 7.05 (d, 1H, J=8.7 Hz), 4.82 (dd, 1H, J=3.8, 9.0 Hz), 4.70 (br s, 1H), 3.59 (m, 2H), 1.98 (m, 1H), 1.90 (m, 1H). Anal. Calc’d for C10 H10 N2 O5: C 50.42, H 4.23, N 11.76. Found: C 50.37, H 4.20, N 11.43.

As the paragraph descriping shows that 5061-21-2 is playing an increasingly important role.

Reference£º
Patent; Ortho Pharmaceutical Corporation; US5696117; (1997); A;,
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Downstream synthetic route of 5061-21-2

The synthetic route of 5061-21-2 has been constantly updated, and we look forward to future research findings.

5061-21-2, 2-Bromo-4-butanolide is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5061-21-2, General procedure: To a stirred mixture of thiols 12a-12k (100 mmol) and K2CO3(27.64 g, 200 mmol) in DMF (120 mL) at room temperaturewas added alpha-bromobutyrolactone (10, 14.85 g, 90 mmol), andthe resulting mixture was stirred at room temperature until thecompletion of reaction as indicated by TLC analysis (typicallywithin 12 h).The reaction mixture was poured into ice-water (400 mL),and the mixture thus obtained was extracted with CH2Cl2 (3 ¡Á100 mL). The combined extracts were washed successively with10% aqueous Na2CO3 (2 ¡Á 100 mL) and 5% brine (3 ¡Á 100 mL),dried over anhydrous Na2SO4 and evaporated on a rotary evaporator to aord a residue, which was purifed by columnchromatography to yield 13a-13k after trituration withEtOAc/n-hexane if the product was a solid.

The synthetic route of 5061-21-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zhang, Xiansheng; Wu, Jingwei; Liu, Yuqiang; Xie, Yafei; Liu, Changying; Wang, Jianwu; Zhao, Guilong; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 192; 7; (2017); p. 799 – 811;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Simple exploration of 5061-21-2

5061-21-2, As the paragraph descriping shows that 5061-21-2 is playing an increasingly important role.

5061-21-2, 2-Bromo-4-butanolide is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[Example 42]; Production of 2-mercapto-4-butyrolactone (using Na2S); 144 g (0.6 mol) of sodium sulfide nonahydrate (manufactured by JUNSEI CHEMICAL Co., Ltd.) were dissolved in a mixed solvent of 34 g of 1, 2-dimethoxyethane (Guaranteed Reagent; manufactured by JUNSEI CHEMICAL Co., Ltd.) and 34 g of purified water (which had been distilled and passed through an ion exchange filter) at room temperature. While theresultant solution was cooled with ice (to 100C or less) and under normal pressure (about 0.10MPa), 79 g of hydrochloric acid (GUARANTEED REAGENT, 35% to 37%; manufactured by JUNSEI CHEMICAL Co., Ltd.) were added with stirring the solution to adjust the pH of the solution to 8.9. While cooling thesolution to maintain the temperature of the solution at 100C or less, 34 g (0.2 mol) of 2-bromo-4-butyrolactone (manufactured by Tokyo Chemical Industry Co. , Ltd. ) were added dropwise into the solution over approximately 20 minutes. The reaction solution after the completion of the dropwise addition was stirred for 2 minutes. The pH of the reaction solution was within the range of 7.5 to 8.9 from when the dropwise addition of 2-bromo-4-butyrolactone was initiated to the stirring after the dropwise addition was completed.Thereafter, while cooling the solution to 100C or less, 24 g of hydrochloric acid were added to the solution over approximately 5 minutes to adjust the pH of the solution to 4.0. An inorganic salt deposited in the solution was removed by suction-filtration, and 20 g of ethyl acetate (Guaranteed Reagent; manufactured by JUNSEI CHEMICAL Co. , Ltd. ) were added to the resultant filtrate to extract the organic phase. The resultant aqueous phase was reextracted with 34 g of ethyl acetate. These extracted organic phases were combined and the resultant organic phase was concentrated and purified by distillation under a reduced pressure to give 17 g of2-mercapto-4-butyrolactone (having a boiling point of 94C/0.3 kPa; with a yield of 72%) .

5061-21-2, As the paragraph descriping shows that 5061-21-2 is playing an increasingly important role.

Reference£º
Patent; SHOWA DENKO K.K.; WO2007/139215; (2007); A1;,
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