反-5-丙基-2-(4′-溴-苯基)-四氢吡喃的新合成方法

A Novel Approach to the Synthesis of trans-5-Propyl-2-(4′-Bromine-Phenyl)-Tetrahydropyran

摘要:

摘要：以对溴苯甲酸为起始原料，经酰化后生成酰氯，酰氯首先与N,O-二甲基羟胺盐酸盐反应生成酰胺，再与氯乙烯基镁反应生成α，β不饱和酮。同时正戊醛与二正丙胺反应生成烯胺。α，β不饱和酮与烯胺经迈克尔加成反应生成分子内醛酮，分子内醛酮经关环反应、乙醇重结晶可得到纯度99.5%以上的反-5-丙基-2-(4′-溴-苯基)-四氢吡喃。

Abstract:

Abstract：4-Bromobenzene carboxylic acid as the starting material,which was acylated to generate acyl chloride.Firstly acyl chloride and N,O-dimethylhydroxylamine hydrochloride reacted to synthesize the amides,which reacted with chlorovinylmagnesium to synthesize alpha, beta unsaturated ketone. At the moment allyl amine was synthesized with pentanal and di-n-propylamine.By Michael addition reaction, alpha, beta unsaturated ketone and allyl amine reacted to synthesize intramolecular aldehyde and ketone,which reacted to synthesize more than 99.5% purity of trans-5-propyl-2-(4′-bromine-phenyl)-tetrahydropyran (3PyPBr)with closed loop reaction and recrystallization with ethanol.