1-Substituted Imidazoles as Useful Catalysts for Acylation of Alcohols

Acylation of alcohols with acid anhydrides or acid halides could be considerably accelerated by adding 1-substituted imidazoles as catalysts. The acylation with acid halides required the addition of triethylamine to capture the resulting acid. 1-Isopropyl-5-methylimidazole and 1-(4-methoxybenzyl)-5-...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1983/10/25, Vol.31(10), pp.3724-3727
Hauptverfasser: KAMIJO, TETSUHIDE, YAMAMOTO, RYOJI, HARADA, HIROMU, IIZUKA, KINJI
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Sprache:eng
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Zusammenfassung:Acylation of alcohols with acid anhydrides or acid halides could be considerably accelerated by adding 1-substituted imidazoles as catalysts. The acylation with acid halides required the addition of triethylamine to capture the resulting acid. 1-Isopropyl-5-methylimidazole and 1-(4-methoxybenzyl)-5-methylimidazole showed higher catalytic activities than 4-dimethylaminopyridine (DMAP) for acylation of primary and secondary alcohols.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.31.3724