Sodium Hydroxide → 4-(Phenoxymethyl)piperidine
Reaction equation
C([N:9]1[CH2:14][CH2:13][CH:12]([CH2:15][O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:11][CH2:10]1)(=O)C1C=CC=CC=1.[OH-].[Na+]>C(O)C>[O:16]([CH2:15][CH:12]1[CH2:11][CH2:10][NH:9][CH2:14][CH2:13]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 22.0 g (0.075 mole) of N-benzoyl-4-phenoxymethylpiperidine, 25 ml of 10 N aqueous sodium hydroxide solution and 175 ml of ethanol is heated under reflux for 18 hours. The reaction mixture is then evaporated in a vacuum and the residue is taken up in diethyl ether, washed with water, dried over anhydrous sodium sulfate and the solvent then evaporated off. There are obtained 12.0 g of 4-phenoxymethylpiperidine (84% of theory); m.p. 42°-43° C.