Downstream synthetic route of 19311-37-6

19311-37-6 3-Bromotetrahydrofuran 12929516, 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.19311-37-6,3-Bromotetrahydrofuran,as a common compound, the synthetic route is as follows.

Step 1: Methyl 3- (cyclopropylmethoxy) -4- ( (tetrahydrofuran-3-yl) oxy) benzoate[1808]To N, N-dimethylformamide (40 mL) were added methyl 3- (cyclopropylmethoxy) -4-hydroxybenzoate (2.0 g, 9.00 mmol) , potassium carbonate (3.73 g, 27.00 mmol) and 3-bromotetrahydrofuran (2.72 g, 18.00 mmol) . The mixture was stirred at 60 for 4.5 hours. To the mixture was added water (40 mL) and the resulting mixture was extracted with ethyl acetate (50 mL ¡Á 3) . The combined organic layers were dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) 5/1) to give the title compound as a white solid (2.87 g, 100) .[1809]1H NMR (400 MHz, CDCl3) delta ppm 7.63 (dd, J1 8.4 Hz, J2 2.0 Hz, 1H) , 7.56 (d, J 1.9 Hz, 1H) , 6.85 (d, J 8.4 Hz, 1H) , 5.05 -5.02 (m, 1H) , 4.06 -4.00 (m, 3H) , 3.95 -3.91 (m, 1H) , 3.89 (s, 3H) , 3.88 (d, J 6.7 Hz, 2H) , 2.23 -2.19 (m, 2H) , 1.34 -1.28 (m, 1H) , 0.66 -0.61 (m, 2H) , 0.38 -0.34 (m, 2H) and MS-ESI: 293.3 [M+H]+., 19311-37-6

19311-37-6 3-Bromotetrahydrofuran 12929516, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Bing; YU, Tianzhu; ZHANG, Yingjun; ZHANG, Xiangyu; ZHANG, Shiguo; CHENG, Changchung; ZHANG, Jiancun; WO2015/161830; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem