Novel Synthetic Method for the Vilsmeier-Haack Reagent and Green Routes to Acid Chlorides, Alkyl Formates, and Alkyl Chlorides - International Journal of Organic Chemistry

IJOC > Vol.3 No.3, November 2013

International Journal of Organic Chemistry

Volume 3, Issue 3 (November 2013)

ISSN Print: 2161-4687 ISSN Online: 2161-4695

Google-based Impact Factor: 1.26 Citations

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

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DOI: 10.4236/ijoc.2013.33A001 15,077 Downloads 25,184 Views Citations

Author(s)

Yoshikazu Kimura, Daisuke Matsuura

Affiliation(s)

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

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

Share and Cite:

Y. Kimura and D. Matsuura, "Novel Synthetic Method for the Vilsmeier-Haack Reagent and Green Routes to Acid Chlorides, Alkyl Formates, and Alkyl Chlorides," International Journal of Organic Chemistry, Vol. 3 No. 3A, 2013, pp. 1-7. doi: 10.4236/ijoc.2013.33A001.

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