An Efficient Method for the Preparation of Benzylic Bromides

Abstract

Substituted benzylic compounds are brominated with an excess of N-bromosuccinimide (NBS) in CCl₄ to the corresponding polybrominated mixtures which are then debrominated with diethyl phosphite and N,N-diisopropylethylamine to afford the desired monobromides in satisfactory yields and high purity.

Key words

debromination - benzylic bromides - diethyl phosphite - N,N-diisopropylethylamine

References

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13

Two equivalents of NBS were necessary for the complete bromination of the methyl groups; see also Ref. [3] [14] [15]