Aluminium lithium hydride → 2-[2-(4-Chloro-phenyl)-benzoimidazol-1-yl]-2-cyclohexyl-ethanol

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Reaction Steps

The solution of 5.0 g (12.6 mmol) [2-(4-chloro-phenyl)-benzoimidazol-1-yl]-cyclohexyl-acetic acid ethyl ester in 75 mL dry tetrahydrofuran was cooled to 0° C. and 0.5 g (13.3 mmol) lithium aluminium hydride were added. The cooling bath was removed and stirring was continued for 2 h at room temperature. The reaction was poured on 300 mL 10% aqueous sodium-potassium-tartrate solution and 300 mL ethyl acetate. The phases were separated and the aqueous layer extracted with 300 mL ethyl acetate. The combined organic layers were washed with 300 mL brine, dried over magnesium sulfate, filtered and evaporated to give the desired compound as a white foam which was pure enough for the next step. MS (Turbo Spray): m/z=355.2 [M+H].

Provenance & Evidence