R�action de quelques amides substitu�s de l'acide benz�nephosphosphoneux avec les ?-halog�nococ�tones
作者:R. F. Hudson、P. A. Chopard、G. Salvasri
DOI:10.1002/hlca.19640470229
日期:——
Bis-dimethylaminophenylphosphine reacts with α-halogeno esters and ketones to give hygroscopic quaternary phosphonium salts, leading to ill-defined betaines which readily undergo the WITTIG reaction with benzaldehyde. In alcohol solution, the reaction with phenacyl chloride gives the corresponding ketone, dialkyl phenyl-phosphonate and amine hydrochloride. A mixture of trimethylammonium and tetra-methylammonium
双二甲基氨基苯基膦与α-卤代酯和酮反应生成吸湿性季phospho盐,导致不明确的甜菜碱,很容易与苯甲醛进行WITTIG反应。在乙醇溶液中,与苯甲酰氯反应,得到相应的酮,苯基膦酸二烷基酯和盐酸胺。三甲基氯化铵和四甲基氯化铵的混合物已从甲醇中获得,而二甲基氯化铵仅从乙醇中获得。这些观察结果可以通过在甲醇中的三甲氧基phosph中间体的双分子(S N 2)脱烷基化和在乙醇中的相应的三乙氧基oxy中间体的单分子(S N 1)脱烷基化来解释。