Synthesis of Cyclopropylamine with Phase Transfer Catalysis

来源期刊：中南大学学报(英文版)2000年第2期

论文作者：YI Jian-ming TANG Kuo-wen REN Bi-ye XIONG Hai-ying

文章页码：81 - 83

Key words：cyclopropylamine; synthesis;γ-butyrolactone; phase transfer catalysis

Abstract: Cyclopropylamine is synthesized withγ-butyrolactone and isopropanol by five steps of ring-opening esterification, cyclization, hydrolysis, acylation and Hofmann degradation. Cyclization and hydrolysis are key steps in the process, and Phase Transfer Catalysis (PTC) is used in the two steps respectively. In the cyclization reaction, because solid-liquid PTC, sodium hydroxide is applied instead of expensive sodium alcoholate, the reaction can be carried out in mild conditions. The optimum re-action conditions are as follows: 0.03∶1∶1.5 mole ratio of BTEAC to ester to sodium hydroxide, reacting at 50℃for 2 h with yield of 92%. Hydrolysis of isopropyl cyclopropanecarboxylate is accelerated by liquid-liquid PTC, and the order of catalytic activity is BTEAC>BTMAC>CTMAB>TBAB. The results show that the new synthesis method is superior to those from literature and feasible for production with simple routes, mild reaction conditions, cheap materials and total yield of 52.6%.