【摘要】 目的研究3-(2,3-二氢苯并呋喃-5-基)丙酸的实用合成方法。方法以3-(4-羟基苯基)丙烯酸为起始原料,甲酯化后依次与2-溴乙醛缩二乙醇缩合、Friedel-Crafts反应得3-(苯并呋喃-5-基)丙烯酸甲酯,再经10%Pd/C催化氢化和水解反应,得3-(2,3-二氢苯并呋喃-5-基)丙酸。结果 3-(2,3-二氢苯并呋喃-5-基)丙酸的化学结构经1HNMR和ESI-MS确证,总收率为60%。结论本合成方法与文献法比较,具有原料易得、反应条件温和、操作简便、收率高等优点。更多还原

【Abstract】 OBJECTIVE To investigate a practical and convenient process for the synthesis of 3-(2,3-dihydrobenzofuran-5-yl) propanoic acid.METHODS 3-(2,3-Dihydrobenzofuran-5-yl) propanoic acid was synthesized by methyl esterification of 3-(4-hydroxyphenyl) acrylic acid,followed by condensation with bromoacetaldehyde diethyl acetal and Friedel-Crafts reaction to give methyl 3-(benzofuran-5-yl) acrylic acid,which was subsequently subjected to catalytic hydrogenation in the presence of 10% Pd/C and hydrolysis to afford 3-(2,3-dihydrobenzofuran-5-yl) propanoic acid.RESULTS The chemical structure of 3-(2,3-dihydrobenzofuran-5-yl) propanoic acid was determined by ~1HNMR and ESI-MS.The overall yield was 60%.CONCLUSION This process,as compared to the previously reported methods,has advantages of milder reaction condition,simpler operation and high yield.更多还原