(+)-1-苯基乙磺酸的合成  

Synthesis of (+)-1-phenylethanesulfonic acid

作　　者：杨帆[1] 杨艺虹[1] 张珩[1] 詹慧[1] 张秀兰[1] 

机构地区：[1]武汉工程大学湖北省新型反应器与绿色化学工艺重点实验室,湖北武汉430073

出　　处：《应用化工》2009年第5期659-661,665,共4页Applied Chemical Industry

摘　　要：以乙基苯和溴为起始原料,光照条件下制得1-溴乙苯;与硫脲缩合得S-(1-苯乙基)异硫脲氢溴酸盐;在碱催化下分解得1-苯乙硫醇;经过氧化氢氧化、氢氧化钠成盐得(±)-1-苯基乙磺酸钠[(±)-1-PES-Na];再经D-对羟基苯甘氨酸(D-HPG)拆分及分离制得(+)-1-苯基乙磺酸[(+)-1-PES]。(±)-1-PES-Na的合成总收率为29.6%;拆分收率为69.6%[以(+)-PES理论量计]。结构经IR、1H NMR确证。Starting with ethylbenzene, 1-bromoethylbenzene was prepared through lighting bromination and then S-（1-phenylethyl） isothiourea hydrobromide was obtained by condensation with thiourea. After that, （ ± ）-1-phenyl-ethanesulfonate sodium[ （± ）-1-PES-Na] was produced by basic hydrolysis,oxidation by hydrogen peroxide and salification. Finally （ ＋ ）-1-phenyl-ethanesulfonate [ （ ＋ ）-1-PES ], a resolving agent of amino acids, was synthesized by resolution with D-HPG. The overall yield of （ ＋ ） -1-phenyl- etbanesulfonate sodium was 29.6%. The resolution yield was 69.6% [ based on （ ＋ ） -PES]. The structure of the title compound was confirmed by IR and ^1H NMR.

关 键 词：(+)-1-苯基乙磺酸 D-对羟基苯甘氨酸 合成 拆分 

分 类 号：R914.5[医药卫生—药物化学]