2-Cyclohexylethanol → HCID 54172806, compound

Participants

Reaction Steps

A mixture of 6.93 g (0.02 mmol) of ethyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate 1.4 g of tetraethyl orthotitanate and 24 g of 2-cyclohexyl-ethanol is heated to 140° for 2.5 hours, evaporated in vacuo, the residue is taken up in chloroform and the solution is poured into about 20 percent hydrochloric acid. The mixture is stirred for 15 minutes, the chloroform phase is separated, washed successively with 2N hydrochloric acid and saturated sodium bicarbonate solution, dried over magnesium sulphate and evaporated. After chromatography on a silica gel column while eluting with ethyl acetate and subsequent crystallization from ethyl acetate/hexane, there is obtained 2-cyclohexylethyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate of melting point 131°-132°.

Provenance & Evidence