Practical Process Development of AMCA from Recyclable Source MFB

Abstract

A facile synthesis of 4-(aminomethyl)cyclohexanecarboxylic acid (AMCA) from recyclable methyl 4-formylbenzoate (MFB) was described. In particular, we investigated the best process variables such as catalyst, hydrogen pressure, reaction temperature, and reaction time for AMCA conversion from AMBA through hydrogenation reaction. The best conditions were found to be as follows: the catalyst as [5% Pd/C, 5% Pt/C, 5% Rh/C (1 : 1 : 1)] which is a composite catalyst, the pressure as 30 bar, the reaction time as 8 hours and the reaction temperature at 130 ℃. Under the condition, a 90% yield (purity 99.9%) for the mass production of AMCA was achieved. 실 험 기기 및 시약본 연구에서 사용되는 화합물인 crude MFB는 (주)SK사에서 공급 받은 것을 사용하였고, 5% Pd/C, 5% Pt/C, 5% Rh/C, 5% Ru/C 등 실 험에 사용한 촉매는 Sigma Aldrich사의 reagent-grade급을 사용하였고, ethanol, Ba(OH)2, sulfuric acid 등 실험에 사용한 시약은 시약 사에서 구입하여 추가 정제 없이 사용하였다. NMR 분석 용매로는 Aldrich 사의 DMSO-d6, D2O를 사용하였다.수소화 반응에 사용한 반응기는 100 mL 용량의 stainless-steel 재질