HCID 66728607, compound → HCID 21873802, compound
Reaction equation
C([NH:8][CH:9]1[CH2:14][CH2:13][C:12]([OH:18])([C:15]([OH:17])=[O:16])[CH2:11][CH2:10]1)C1C=CC=CC=1>[Pd].CCO>[NH2:8][CH:9]1[CH2:14][CH2:13][C:12]([OH:18])([C:15]([OH:17])=[O:16])[CH2:11][CH2:10]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
4-(Benzylamino)-1-hydroxycyclohexanecarboxylic acid (0.44 g, 1.765 mmol) and 10% palladium on carbon (0.282 g, 0.265 mmol) were charged into a round bottom flask under nitrogen atmosphere. To this was added EtOH (8.82 mL), and the mixture was stirred under an atmosphere of hydrogen at RT for 72 hours. The mixture was diluted with EtOH (10 mL) and filtered through Celite® brand filter aid, rinsing with DCM (10 mL), EtOH (10 mL), and MeOH (10 mL). The filtrate was concentrated under reduced pressure to afford 4-amino-1-hydroxycyclohexanecarboxylic acid as a yellow solid (0.28 g, 100% yield). MS m/z=160.2 [M+H]. Calc'd for C7H13NO3: 159.1.