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An oxidation of benzyl methyl ethers with nbs that selectively affords either aromatic aldehydes or aromatic methyl esters.

ABSTRACT: Either mono- or dibromination of benzyl methyl ethers can be achieved by controlling the amount of NBS and the temperature. Elimination of methyl bromide from the monobrominated intermediates produces aromatic aldehydes, whereas hydrolysis of the dibrominated intermediates affords aromatic methyl esters in good yields.

SUBMITTER: Mayhoub AS

PROVIDER: S-EPMC2871065 | biostudies-literature | 2010 May

REPOSITORIES: biostudies-literature

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An oxidation of benzyl methyl ethers with nbs that selectively affords either aromatic aldehydes or aromatic methyl esters.

Mayhoub Abdelrahman S AS Talukdar Arindam A Cushman Mark M

The Journal of organic chemistry 20100501 10

Either mono- or dibromination of benzyl methyl ethers can be achieved by controlling the amount of NBS and the temperature. Elimination of methyl bromide from the monobrominated intermediates produces aromatic aldehydes, whereas hydrolysis of the dibrominated intermediates affords aromatic methyl esters in good yields. ...[more]

PMID: 20373742

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