Analyzing the synthesis route of 97-99-4

97-99-4 (Tetrahydrofuran-2-yl)methanol 7360, 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.97-99-4,(Tetrahydrofuran-2-yl)methanol,as a common compound, the synthetic route is as follows.

The mixture of triethylamine (6.4 mL, 45.53 mmol), TsCl (6.4 g, 33.39 rnrnol) and 185 mgof DMAP were combined in CH2Clz (70 mL). this solution was cooled in an ice bath andto it was added a solution of tetrahydrofurfuryl alcohol Sa (3.1 g, 30.35 mmol) in 30 mL ofCH2Clz over 20 min. the reaction stirred overnight and was then concentrated in vacuum,the residue was taken up in ethyl acetate and then washed 2 times with a saturated solutionof NaHC03 and once with a brine. The organic layers were dried over MgS04, filtered andconcentrated in vacuum. The crude product was purified by Column chromatography onsilica gel (CH2Clz/cHex: 50/50) to give the expected product as oil (m = 5.6 g, 72 %). 1HNMR (300 MHz, CDCb): () (ppm) 1.48-1.68 (m, lH), 1.71-2.05 (m, 3H), 2.40 (s, 3H),3.58-3.82 (m, 2H), 3.86-4.15 (m, 3H), 7.31 (d, J = 8.0 Hz, 2H), 7.75 (d, J = 8.2 Hz, 2H).MS: [M+Ht rnlz = 257, 97-99-4

97-99-4 (Tetrahydrofuran-2-yl)methanol 7360, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; UNIVERSITE DE LILLE 2 DROIT ET SANTE; INSTITUT PASTEUR DE LILLE; INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE); CHARTON, Julie; DEPREZ, Benoit; BOULAHJAR, Rajaa; LEROUX, Florence; HOGUET, Vanessa; STAELS, Bart; MUHR-TAILLEUX, Anne; HENNUYER, Nathalie; BELLOY, Loic; (92 pag.)WO2017/134188; (2017); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem