Boron tribromide → HCID 178418577, compound

Participants

Reaction Steps

A mixture of 7.5 g trans-4-(2-[4-methoxyphenyl]ethyl)cyclohexanol and 100 ml of dichloromethane was treated at 0° C. with 27 ml of a 1M solution of boron tribromide in dichloromethane. The reaction mixture was stirred at room temperature for a further 2 hours and then poured on to ice-water. The organic phase was separated and the aqueous phase was back-extracted three times with 50 ml of dichloromethane each time. The combined organic phases were washed with water, sodium hydrogen carbonate solution and again with water and then dried over magnesium sulfate, filtered and concentrated. The residue was recrystallized from hexane and gave 5.2 g of trans-4-(2-[4-hydroxyphenyl]ethyl)cyclohexanol.

Provenance & Evidence