4-tert-Butylcyclohexanone → HCID 178445811, compound

Participants

Reaction Conditions

Reaction Steps

To 5 ml. of 1.0M lithium trimethoxyaluminohydride in tetrahydrofuran, under nitrogen, there is added 1.25 ml. of tri-sec-butylborane. After 30 minutes, the flask, which now contains a solution of lithium tri-sec-butylborohydride, is cooled to -78° C. and 1.25 ml. of a 2.0M solution of 4-tert-butylcyclohexanone is introduced. The reaction mixture is stirred for 3 hours before it is hydrolyzed at 25° C. and then oxidized to give 96.5% of cis-4-tert-butylcyclohexanol and 3.5% of the trans-compound.

Provenance & Evidence