Benzoyl chloride → HCID 89824982, compound

Participants

Reaction Steps

To a solution of N-(6-((tert-butyldimethylsilyl)oxy)hexyl)cyclohexanamine (208 mg, 0.66 mmol) and triethyl amine (0.19 mL, 1.32 mmol) in methylene chloride (5 mL) at 0° C. was added benzoyl chloride (0.092 mL, 0.80 mmol). The mixture was stirred for 2 hours before it was diluted with ethyl acetate and washed with saturated bicarbonate solution nd brine. The organic phase was separated and concentrated. Purification on silica gel with ethyl acetate: hexanes from 0:1 to 2:8 provided desired product as a clear oil (242.2 mg, 88%). 1H NMR (300 MHz, CDCl3): δ 7.40-7.20 (m, 5H), 3.64-2.95 (m, 5H), 1.95-0.88 (m, 18H), 0.83 (s, 9H), 0.00 (s, 6H).

Provenance & Evidence