Methanol → 1-Bromo-7-(tert-butyl)pyrene

Participants

Reaction Steps

A mixed solution of 3 g of 2-tert-butylpyrene (65% content), 50 ml of dichloromethane and 15 ml of methanol was then cooled to 0° C. under a nitrogen stream, and a solution of 3.3 g of benzyltrimethylammonium tribromide in 10 ml of dichloromethane was added dropwise to the mixed solution. After the mixed solution was stirred at room temperature for 2 hours, 50 ml of water was added thereto, and the mixture was extracted with 50 ml of dichloromethane. The organic layer was washed twice with 50 ml of water, dried over magnesium sulfate, and then evaporated. Ten ml of methanol was added to the resulting solid and stirred for 10 minutes, and then the solid was separated by filtration. Thereafter, 30 ml of hexane was further added to the solid and stirred for 30 minutes, and then the solid was separated by filtration. The solid was dried under vacuum to give 2.3 g of 1-bromo-7-tert-butylpyrene.

Provenance & Evidence