Pyridine → 6-(1-Bromoethyl)-4,4-dimethylchroman

Participants

Reaction Steps

To a stirred solution of 6.0 g (29.1 mmol) of 4,4-dimethyl-6-(1-hydroxyethyl)chroman and 1.15 g (14.5 mmol) of pyridine in 25 ml of hexane, was added 3.92 g (14.5 mmol) of phosphorus tribromide, at ca. 0° C. Stirring was continued at ca. 0° C. for 1 hour, and then the reaction mixture was poured into 500 ml of diethyl ether. The ether was washed with water, dried (MgSO4) and evaporated in vacuo to give 6.0 g (78% yield) of the title compound as an oil.

Provenance & Evidence