Boron tribromide → HCID 19029130, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 1-benzyloxycarbonyl-4-(2,5-dimethoxyphenyl)piperidine (0.54 g), prepared as described in Example 21.b., in 10 mL of dichloromethane, was cooled to 0° C. and treated with a solution of boron tribromide in dichloromethane (1.0M, 9 mL). After stirring for 1 hour at 0° C., the reaction mixture was allowed to warm to room temperature. At the end of the period, the reaction mixture was cooled to 0° C. and quenched with methanol. The resulting solution was evaporated and then treated with additional amounts of methanol. After evaporation the product was obtained as a yellow solid (0.42 g); MS: 194; NMR: 1.6-1.9 (m, 4), 3.0 (m, 2), 3.3 (br, 2), 6.4-6.5 (m, 2), 6.6 (d, J=8, 1), 8.3-8.8 (m, 3).

Provenance & Evidence