Carbon Dioxide → HCID 178483639, compound

Participants

Reaction Steps

90.4 ml (108.5 mmol) of diisobutylaluminium hydride (1.2M in toluene) were dropped under stirring and dry-ice-cooling at −70° C. to −78° C., within 20 minutes, to a solution of 10.14 g (36.17 mmol) of crude trans-[2-(4-cyanomethyl-cyclohexyl)-ethyl]-methyl-carbamic acid tert-butyl ester in 90 ml of methylenechloride. The reaction mixture was stirred for 4 hours at −70° C. to −78° C. To this reaction mixture was then carefully added 40 ml of 4N HCl (in water), within 10 minutes at −78° C. The temperature was slowly raised to room temperature. After stirring for 10 minutes at room temperature, the reaction mixture was partitioned between ether, 1N HCl and water. The ether-phase was dried over sodium sulfate and concentrated under reduced pressure giving 10.14 g of crude trans-methyl-{2-[4-(2-oxo-ethyl)-cyclohexyl]-ethyl}-carbamic acid tert-butyl ester as colorless oil, which was used without further purification.

Provenance & Evidence