【摘要】 对1-(2-氰乙基)-2-氧代环戊基甲酸甲酯(4)的选择性水解脱羧反应进行了系统研究.发现上述化合物在碱的催化作用下主要生成开环副产物2-(2-氰乙基)己二酸二甲酯及2-(2-氰乙基)己二酸;由于氰基在酸性介质中也可发生水解,因此对1-(2-氰乙基)-2-氧代环戊基甲酸甲酯在酸性情况下水解脱羧的反应条件进行了探索,发现在4mol?L-1盐酸介质中,50℃下反应24h,以84.0%的收率得到目标产物3-(2-氧代环戊基)-丙腈.更多还原

【Abstract】 Selective hydrolysis and decarboxylation of methyl [1-(2-cyanoethyl)-2-oxocyclopentyl]carboxylate (4) were studied. The ring-opened byproducts, dimethyl-2-(2-cyanoethyl)adipate and 2-(2-cyanoethyl)adipic acid, were obtained primarily in an alkaline medium. While, in an acid medium, the hydrolysis and decarboxylation of 4 were studied since the cyano group could also be hydrolyzed. 3-(2-Oxocyclopentyl)propanenitrile was yielded in 84.0% at 50 ℃ after 24 h in the medium of 4 mol?L-1 HCl after optimization.更多还原