Boron tribromide → HCID 21850086, compound

Participants

Reaction Conditions

Reaction Steps

1.5 g (3 mmol) of 1-[2-[3-[2-(4-methoxyphenyl)-6-methoxynaphth-1-yl]phenyloxy]ethyl]piperidine hydrochloride was dissolved in 100 mL of CH2Cl2 and cooled to 0° C. 0.7 mL (7.5 mmol) of BBr3 was slowly added and the reaction allowed to proceed for twenty-four hours. An additional 3 mL of BBr3 was added and the reaction was continued for two more hours. The reaction was quenched by pouring into water, followed by three extractions with EtOH--CHCl3 (1:9) (v/v). The organic extracts were combined, washed twice with brine, dried with Na2SO4, and evaporated to dryness. The final product was purified by chromatography on a silica gel column eluted with a linear gradient begining with CH2Cl2 and ending with CH2Cl2 --MeOH (9:1) (v/v). This yielded 0.5 g of the title compound as a white amorphous powder.

Provenance & Evidence