Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Reaction of Benzyl Halides with Dimethylformamide
Hiroyoshi AKASHI
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1972 Volume 30 Issue 7 Pages 647-648

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Abstract
Benzaldehyde was obtained by the reaction of benzyl halides with dimethylformamide (DMF), dimethylacetamide or N-methyl-2-pyrrolidone. A mixture of benzyl bromide, sodium bicarbonate and excess DMF was stirred under nitrogen at 150°C for 2 hours.
Benzaldehyde was isolated as the 2, 4-dinitrophenylhydrazone (A), mp 234235°C, in the yield of 24.5%.
(A) was not obtained by use of benzyl chloride, but was obtained in 10.5% yield by the addition of 11 mol% of p-toluenesulfonic acid as a catalyst.
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© The Society of Syhthetic Organic Chemistry, Japan
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