The Preparation of Dimethyl-γ-cyclopentylidene-γ-phenylpropylamine and Related Compounds

M Jackman, C Bolen, FC Nachod…

Index: Jackman et al. Journal of the American Chemical Society, 1949 , vol. 71, p. 2301,2302

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Citation Number: 7

Abstract

We wish to record at this time our experience with this reaction in the cyclopentenyl series. Cyclopentanone condensed readily with phenylacetonitrile in sodium ethylate solution to yield a-cyclopentylidenephenylacetonitrile, 11. When equimolar quantities were used the yield was only 30-40% but was increased to 65% when a fourfold excess of phenylacetonitrile was employed. The presence of a conjugated, semi-cyclic double bond ...