4-tert-Butylcyclohexanone → HCID 14406791, compound

Participants

Reaction Steps

2.17 g (10 millimoles) of 3-methyl-4-(4-tert-butylphenyl)-pyrrolidine (80% of transisomer), 1.54 g (10 millimoles) of 4-tert-butylcyclohexanone, 0.75 g (5.5 millimoles) of zinc(II) chloride and 0.70 g (11 millimoles) of sodium cyanoborohydride in 100 ml of absolute methanol are stirred for 48 hours at 20° C. The solvent is evaporated under reduced pressure, and the residue is dissolved in 5% strength sodium hydroxide solution and methyl tert-butyl ether. The organic phase is washed with sodium chloride solution and water, dried and evaporated under reduced pressure, and the residue is subjected to incipient distillation under 0.4 bar at up to 140° C. Yield: 1.9 g (54%) of a viscous resin.

Provenance & Evidence