Ammonia → 1-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclohexylamine

Participants

Reaction Steps

To a solution of 1.0 g (4.38 mmol) of 4-(tert-butyldimethylsilyloxy)cyclohexanone in 6.2 mL (43.8 mmol) of 7N ammonia in methanol, previously stirred for 15 min at room temperature, were added dropwise 3.5 mL (7.0 mmol) of a 2M solution of 2-allyl-4,4,5,5-tetramethyl-1,3,2-dioxa-borolane in methanol. The reaction mixture was stirred for 16 h at room temperature. The volatiles were removed in vacuo and the residue could be purified by silica gel chromatography using dichloromethane/methanol/NH3 aq. as eluent. Rt=1.19 min (Method C). Detected mass: 270.3 (M+H+).

Provenance & Evidence