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Acetyl chloride-ethanol brings about a remarkably efficient conversion of allyl acetates into allyl chlorides

Veejendra K. Yadav* and K. Ganesh Babu

*Department of Chemistry, Indian Institute of Technology, Kanpur 208016, India, Email:

V. K. Yadav, K. G. Babu, Tetrahedron, 2003, 59, 9111-9116.

DOI: 10.1016/j.tet.2003.09.063


AcCl-EtOH transforms primary and secondary allyl acetates into allyl chlorides that retain the olefinic bond in the more stable position. Secondary allyl alcohols react with almost the same efficacy as the acetates, but the reactions of primary allyl alcohols that possess 1,2-disubstituted alkenes are very slow. Simple removal of the volatiles gives products in high purity.

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Key Words

allyl acetates, allyl alcohols, allyl chlorides

ID: J72-Y2003-1020