Potassium Hydroxide → 4-Phenyl-4-(4-trifluoromethylphenoxy)piperidine

HRID 437580Notes

Reaction equation

HRID 437580 reaction equation
O(C([N:10]1[CH2:15][CH2:14][C:13]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)([O:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=2)[CH2:12][CH2:11]1)=O)C1C=CC=CC=1.[OH-].[K+]>C(O)C>[C:27]1([C:13]2([O:16][C:17]3[CH:18]=[CH:19][C:20]([C:23]([F:26])([F:24])[F:25])=[CH:21][CH:22]=3)[CH2:12][CH2:11][NH:10][CH2:15][CH2:14]2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 21428717HCID 21428717, compound

Product 1

HCID 212682524-Phenyl-4-(4-trifluoromethylphenoxy)piperidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A sample of 7.4 g of 1-phenoxycarbonyl-4-phenyl-4-(p-trifluoromethylphenoxy)piperidine is dissolved in 70 ml. of ethanol and 48 ml. of 45% aqueous KOH added, and the solution is stirred and refluxed under nitrogen for 4 hours. After cooling most of the ethanol is removed under reduced pressure and the resultant oily dispersion is extracted with ether. The ether was dried and then evaporated under reduced pressure to give a waxy, white solid of 4-phenyl-4(p-trifluoromethylphenoxy)piperidine.

Workup

  1. temperaturerefluxed under nitrogen for 4 hours
  2. customis removed under reduced pressure
  3. extractionthe resultant oily dispersion is extracted with ether
  4. dry with materialThe ether was dried
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-5ab33bc04e034b34937482b0dc901776
Source dataset
uspto-grants-1977_06
Patent number
US04031221

Reaction notes

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