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.
Organic reactions at alumina surfaces. An extremely simple, convenient and selective method for acetylating primary alcohols in the presence of secondary alcohols.
作者:Gary H. Posner、Mitsunori Oda
DOI:10.1016/s0040-4039(01)92404-9
日期:1981.1
Stirring primary-secondary diols in ethyl acetate solvent over Woelm alumina leads to the corresponding primary monoacetates simply, conveniently, and in good yields. In this way, primary hydroxyalkylphenols are converted into acetoxyalkylphenols, and primary arylamines are transformed into the corresponding acetamides.