Hydrochloric Acid → 4-((5-Bromo-2-chlorophenyl)methyl)phenol

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Reaction Steps

A solution of 14.8 g 4-bromo-1-chloro-2-(4-methoxy-benzyl)-benzene in 150 mL dichloromethane is cooled in an ice bath. Then 50 mL of a 1 M solution of boron tribromide in dichloromethane are added, and the solution is stirred for 2 h at ambient temperature. The solution is then cooled in an ice bath again, and saturated potassium carbonate solution is added dropwise. At ambient temperature the mixture is adjusted with aqueous 1 M hydrochloric acid to a pH of 1, the organic phase is separated and the aqueous phase is extracted another three times with ethyl acetate. The combined organic phases are dried over sodium sulfate and the solvent is removed completely.

Provenance & Evidence