4.4 Article

Reformatsky Reagent Promoted Acetylation of Primary and Secondary Aliphatic Alcohols Using Ethyl Acetate as an Acetyl Donor

Journal

CHEMISTRYSELECT
Volume 4, Issue 1, Pages 75-77

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201803162

Keywords

acetylation; aliphatic alcohols; ethyl acetate; reformatsky reagent; zinc

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The reaction system of a Reformatsky reagent as a promoter and EtOAc as a solvent and acetyl donor was found to achieve efficient acetylation of a variety of primary and secondary aliphatic alcohols under mild conditions. The reaction can be carried out by a simple one-pot operation and does not require heating. The reaction shows a high tolerance for various functional groups and chemoselectivity, such that the phenolic hydroxyl groups do not react. Furthermore, the reaction can be used for gram-scale acetylation.

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