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Simple, Rapid Procedure for the Synthesis of Chloromethyl Methyl Ether and Other Chloro Alkyl Ethers

Martin A. Berliner* and Katherine Belecki

*Chemical Research and Development, Pfizer Global Research and Development, Groton Labs, Groton, Connecticut 06340, Email:

M. A. Berliner, K. Belecki, J. Org. Chem., 2005, 70, 9618-9621.

DOI: 10.1021/jo051344g (free Supporting Information)


0.01 mol-% Zinc(II) salts catalyze the reaction between acetals and acid halides to provide haloalkyl ethers in near-quantitative yield in 1 - 4 h. The solutions of haloalkyl ethers can be utilized directly in reactions in which the presence of the ester byproduct does not interfere. Excess carcinogenic haloalkyl ether is destroyed on workup.

see article for more examples and reactions

Key Words

MOM Ethers, Acetals, Esters, Active Methylenes

ID: J42-Y2005-1950