5-羧戊基三苯基溴化膦的合成  

Synthesis of(5-Carboxypentyl)triphenyphosphonium Bromide

作　　者：杨明庆[1,2] 张舰[2] 马凌 魏忠林[1] 

机构地区：[1]吉林大学化学学院,吉林长春130012 [2]大庆油田化工有限公司,黑龙江大庆163453 [3]大庆新世纪精细化工有限公司,黑龙江大庆163511

出　　处：《精细化工》2012年第4期391-393,共3页Fine Chemicals

摘　　要：5-羧戊基三苯基溴化膦广泛用于立体选择性药物的合成。由ε-己内酯和氢溴酸在H2SO4作用下,生成6-溴己酸,再与三苯基膦在甲苯溶剂中缩合生成5-羧戊基三苯基溴化膦(C24H26BrO2P)。通过实验考察了影响5-羧戊基三苯基溴化膦合成的各项因素。结果表明,在n(ε-己内酯)∶n(三苯基膦)∶n(氢溴酸)=1.0∶0.95∶1.4、回流温度反应、反应时间为14 h的条件下,以ε-己内酯计的5-羧戊基三苯基溴化膦收率可达82.2%,经HPLC测定其色谱纯度为98.3%。The ylid（5-carboxypentyl）triphenyphosphonium bromide is widely used in the synthesis of stereo selectivity drugs.6-Bromohexanoic was synthesized from ε-caprolactone and hydrobromic acid under the action of sulfuric acid,and then was condensed in methylbenzene solvent with triphenylphosphine to produce（5-carboxypentyl）triphenyphosphonium bromide.The effect of reaction conditions on the properties of（5-carboxypentyl）triphenyphosphonium was investigated by method of experiments.The results show that the yield of（5-carboxypentyl）triphenyphosphonium could reach 82.2% and its content was 98.3% calculated by acetylacetone under the following reaction conditions：the molar ratio of ε-caprolactone to triphenylphosphine and hydrobromic acid was 1.0∶0.95∶1.4,and the reaction was effected for 14 h at reflux temperature.

关 键 词：5-羧戊基三苯基溴化膦 三苯基膦 Ε-己内酯 精细化工中间体 

分 类 号：R914.5[医药卫生—药物化学] O622.5[医药卫生—药学]