1H-Benzimidazole-2-methanol,alpha-methyl-,(alphaS)-(9CI) synthesis

Yield:192316-22-6 90%

Reaction Conditions:

with hydrogenchloride in water; for 1.66667 h;Heating / reflux;

Steps:

18 Example 18; Preparation of Compound (33)

Example 18 Preparation of Compound (33) Compound (33) was prepared according to the method of Scheme 3. 1,2-diaminobenzene (10.81 g, 0.1 mol) and (2S)-2-hydroxypropanoic acid (15.90 g, 85+% in water from Aldrich, 0.15 mol) were mixed in 100 ml of 6 N HCl and refluxed for 100 minutes. Cooled down in ice bath, the reaction mixture was neutralized with aqueous NH₃ solution. The precipitate was collected by filtration, washed with water, and then vacuum dried. The intermediate (1S)-1-(1H-benzimidazol-2-yl)ethanol (14.52 g) was obtained in 90% yield.

References:

US2005/148643,2005,A1 Location in patent:Page/Page column 29