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The acylation of enolate anion by acid halides and dimethylketene

✍ Scribed by Kenji Yoshida; Yuya Yamashita

Publisher
Elsevier Science
Year
1966
Tongue
French
Weight
160 KB
Volume
7
Category
Article
ISSN
0040-4039

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✦ Synopsis

For the anionic polymerization of dimethylketene the growing end was shown to be an enolate anion and to have ambident nature (1). Hence, it is interesting to study.the acylating reaction of enolate anion with dimethylketene.

We studied the acylation of enolate anions derived from isobutyrophenone and diisopropylketone by acid halides (including acetylchloride and isobutyrylchloride) besides dimethylketene. The enolate anions were formed by triphenylmethylpotassium in 1,2_dimethoxyethane at room temperature (2), and by lithium hydride or sodium hydride in 1,2_dimethoxyethane, tctrahydrofuran, and dimethylformamide at refluxing temperatures.

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