Alcohols were acetylated or formylated with triphenylphosphine and carbon tetrabromide in ethylacetate or ethyl (or methyl) formate at room temperature. THP or TBDMS ether of primary alcohol got converted into formate or acetate under the experimental conditions employed in one pot operation.
Primary and secondaryalcohols are acylated under mild conditions by the use of 2,2′-bipyridyl-6-yl carboxylates and cesium fluoride. Furthermore, the reaction is successfully applied to selectiveacylation of a primary carbinol group of diols containing primary and secondary carbinol groups or exclusive O-acylation of aromatic amino alcohols.
Abstract Primary alcohols and phenols have been acetylated with acetylimidazole by the solid state reaction, grinding both substrates with a pestle in a mortar.
Acetylation of unsymmetrical diols in the presence of Al2O3
作者:Gary W. Breton、Melissa J. Kurtz、Sharyn L. Kurtz
DOI:10.1016/s0040-4039(97)00756-9
日期:1997.6
The effect of the presence of chromatographic grade Al2O3 on the acetylation of a series of unsymmetrical 1,5-diols was investigated. For diols containing both a primary and a secondary hydroxyl group, it was observed that higher yields of the more hindered secondary acetates were formed in the presence of Al2O3 than the corresponding reactions in solution. (C) 1997 Elsevier Science Ltd.
MUKAIYAMA TERUAKI; PAI FONG-CHANG; ONAKA MAKOTO; NARASAKA KOICHI, CHEM. LETT., 1980, NO 5, 563-566
作者:MUKAIYAMA TERUAKI、 PAI FONG-CHANG、 ONAKA MAKOTO、 NARASAKA KOICHI