Reference of 4238-71-5,Some common heterocyclic compound, 4238-71-5, name is 1-Benzyl-1H-imidazole, molecular formula is C10H10N2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a cooled (-50 C) suspension of 1 -benzyl- 1H- imidazole (1.58 g, 10.0 mmol) in anhydrous diethyl ether (50 mL) under nitrogen was added w-butyl lithium (2.5 M in hexanes, 4.0 mL, 10.0 mmol) dropwise. After being stirred for 20 min at – 50 C, dry carbon dioxide (passed through Drierite) was bubbled into the reaction mixture for 10 min before it was allowed to warm up to 25 C. The heavy precipitate which formed on addition of carbon dioxide to the reaction mixture was filtered to yield a hygroscopic, white solid which was taken up in water (7 mL), acidified to pH = 3, cooled, and induced to crystallize with scratching. Filtration of this precipitate gave a white solid which was suspended in methanol, treated with INHCl/diethyl ether (4 mL) and concentrated in vacuo. Lyophilization of the residue from water (5 mL) afforded the HC1 salt of Cap-136 as a white solid (817 mg, 40%). XH NMR (300 MHz, DMSO-d6) delta 7.94 (d, J= 1.5 Hz, 1H), 7.71 (d, J= 1.5 Hz, 1H), 7.50-7.31 (m,5H), 5.77 (s, 2H); Rt = 0.51 min (Cond.-MS-W5); 95% homogenity index; LRMS: Anal. Calc. for [M+H]+ CnH12N202: 203.08; found: 203.11.
The synthetic route of 4238-71-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ROMINE, Jeffrey Lee; WO2012/18325; (2012); A1;,
Imidazole – Wikipedia,
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