Ammonia → HCID 86674767, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 3,3-dimethylcyclohexanone (10 g, 71.3 mmol) and methyl propiolate (11.5 g, 136 mmol) in ammonia (390 ml, 2.73 mol) was heated and stirred in an autoclave at 140° C. for 16 h. The autoclave was cooled to ambient temperature, and the reaction mixture was transferred into a 1 L round-bottomed flask and was evaporated in vacuo to give a solid residue which was purified by gradient chromatography on silica with ethyl acetate in heptane to give 7.0 g (55%) of the title compound as colorless oil; LC-MS (UV peak area/EIC) 85%, 178.1228 (M+H)+.

Provenance & Evidence