1'-Benzyl-1H-spiro[furo[3,4-c]pyridine-3,4'-piperidine] → 1H-spiro[furo[3,4-c]pyridine-3,4'-piperidine]
Reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]2([C:17]3[CH:18]=[N:19][CH:20]=[CH:21][C:16]=3[CH2:15][O:14]2)[CH2:10][CH2:9]1)C1C=CC=CC=1>FC(F)(F)CO.[Pd]>[NH:8]1[CH2:9][CH2:10][C:11]2([C:17]3[CH:18]=[N:19][CH:20]=[CH:21][C:16]=3[CH2:15][O:14]2)[CH2:12][CH2:13]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 0.22 g (0.78 mmol) 1′-benzyl-1H-spiro[furo[3,4-c]pyridine-3,4′-piperidine] in 8 ml 2,2,2-trifluoroethanol was purged with argon prior to adding 0.08 g (10 mol %) palladium on activated charcoal. The flask was evacuated, refilled with hydrogen gas and stirred under an atmosphere of hydrogen gas for 20 h. The catalyst was filtered off and washed with ethanol. The filtrate was concentrated to dryness to give the title compound (0.16 g, quantitative, purity of approximately 95%) as a light yellow amorphous solid.