Novel Synthetic Method for the Vilsmeier-Haack Reagent and Green Routes to Acid Chlorides, Alkyl Formates, and Alkyl Chlorides

Yoshikazu Kimura, Daisuke Matsuura

Research and Development Department, Iharanikkei Chemical Industry Co. Ltd, Kambara, Shimizu-ku, Shizuoka, Japan.

DOI: 10.4236/ijoc.2013.33A001                

Abstract

An environmentally benign and practical preparation method for the Vilsmeier-Haack reagent (VH) has been developed by using phthaloyl dichloride with DMF in toluene or 2-chlorotoluene. Phthalic anhydride as the byproduct was recovered in high yield by simple filtration. Some aromatic acids have been transformed into the corresponding acid chlorides in good yields by employing the isolated VH. Treatment of primary or secondary alcohols with VH gave alkyl formates or alkyl chlorides by depending on the reaction conditions.

Keywords

Phthaloyl Dichloride; Vilsmeier-Haack Reagent; Acid Chlorides; Alkyl Formates; Alkyl Chlorides

Conflicts of Interest

The authors declare no conflicts of interest.

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