环烷基丙酸合成工艺研究

A Study on the Synthesis Process of 3-Cycloalkylpropionic Acid

以环戊酮、环己酮和吗啉为起始原料,以磺酸凝胶树脂732为催化剂,分别合成了环戊基吗啉烯胺和环己基吗啉烯胺,然后选择叔丁醇为溶剂,环戊(己)基吗啉烯胺和丙烯酸甲酯进行迈克尔加成反应,生成环戊(己)酮-2-(β-)丙酸甲酯,经钯碳和硫酸还原酮羰基,脱水,水解生成3-环戊(己)基丙酸。主要考察了反应过程中催化剂和溶剂对产品合成工艺的影响。结果表明,以吗啉为有机胺利用磺酸凝胶树脂催化合成烯胺化合物,工艺简单,烯胺收率达98%以上;在迈克尓加成反应中,选用叔丁醇为溶剂,收率达95%以上,溶剂可回收利用;最后采用钯碳和硫酸进行还原反应,产品收率达85%以上。

In this paper,cyclopentanone,cyclohexanone and morpholine were used as the starting materials and sulfonylurea gel resin 732 as catalyst to synthesize enamine.Then tertiary butanol was selected as the organic solvent,and Micheal addition was operated between enamines and methyl acrylate to synthesize cyclopentanone-2-（β-）methyl propionate and cyclohexanone-2-（β-）methyl propionate.And then the carbonyl was reduced and dehydrated by palladium carbon and sulfuric acid to give 3-cyclopentylpropionic acid and 3-cyclohexylpropionic acid.During the process,the effect of catalyst and solvent was investigated.The results show that the synthesis process of enamines with morpholine as raw material and sulfonylurea gel resin as catalyst is simple,and the yield of the product can reach 98%.In the subsequent Micheal addition reaction,in which t-butyl alcohol was used as solvent,the yield can reach 95%,and moreover,the solvent can be recycled.In the final reduction reactions,with palladium carbon and sulfuric acid as the reducing agent,the yield of 3-cycloalkylpropionic acid can reach 85%.