화학공학소재연구정보센터
Przemysl Chemiczny, Vol.85, No.2, 107-113, 2006
Lengthening the link of the added value in the chemical industry. Part II. Preparation of cyclohexylamine derivatives by catalyzed amination of phenol with aliphatic amines
PhOH aminated at 150-300 degrees C with n-butylamine gave over Pt/SiO2 (6 h/150 degrees C, const. activity) n-butylcyclohexylamine (1) with max. selectivity (35+%). Pt/MgO became less active in 6 h. In the PhOHln-BuNH2/H-2 =1:1.15:5 (by moles) system, the yield of I was max. at 14%. Isobutylamine as reactant gave iso-I in 45% yield, selectivity ca. 70%. Butyl amines were less reactive than propyl. N-2 used instead of H-2, made amination nil over either catalyst. At 150 and 200 degrees C, BuNH2 disproportionates and BuCN were the only products, resp. A 7-step mechanism of reductive amination of PhOH was suggested, supported by results of the reactions of aliphatic amines with cyclohexanol and cyclohexanone.