HCID 178474954, compound → HCID 178474953, compound
Reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C@H:10]2[CH2:15][CH2:14][C@H:13]([NH:16][C:17](=[O:19])[CH3:18])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O>[Pt]=O.C(O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C@H:10]2[CH2:11][CH2:12][C@H:13]([NH:16][C:17](=[O:19])[CH3:18])[CH2:14][CH2:15]2)=[CH:6][CH:5]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 2.62 g. of trans N-[4-(p-nitrophenyl)cyclohexyl]acetamide (obtained as in Example 81) and 10 g. of Adams' platinum oxide catalyst in 150 ml. of ethanol is shaken under hydrogen (for about 10 minutes) until the theoretically required amount of the gas is absorbed. The catalyst is removed on a filter and the filtrate evaporated to dryness. The residual solid is recrystallized from aqueous methanol to give 2.03 g. (87% yield) of trans N-[4-(p-aminophenyl)cyclohexyl]acetamide having a melting point of 195° to 196.5° C.