Sodium Hydroxide → 4-(Phenoxymethyl)piperidine

HRID 1389239Notes

Reaction equation

HRID 1389239 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]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20298875Methanone, [4-(phenoxymethyl)-1-piperidinyl]phenyl-

Product 1

HCID 30174444-(Phenoxymethyl)piperidineYield 84%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

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.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 18 hours
  3. customThe reaction mixture is then evaporated in a vacuum
  4. washwashed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customthe solvent then evaporated off

Sources & evidence

ORD record
ord-bf591f6cad124df6acc97ecd3a066dcc
Source dataset
uspto-grants-1981_01
Patent number
US04243807

Reaction notes

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