Hydrochloric Acid → HCID 13180303, compound

HRID 867007Notes

Reaction equation

HRID 867007 reaction equation
C([N:4]1[CH2:9][CH2:8][CH:7]([C:10](=[O:24])[C:11]2[CH:16]=[CH:15][C:14]([O:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:13][CH:12]=2)[CH2:6][CH2:5]1)(=O)C.[ClH:25]>>[ClH:25].[O:17]([C:14]1[CH:15]=[CH:16][C:11]([C:10]([CH:7]2[CH2:6][CH2:5][NH:4][CH2:9][CH2:8]2)=[O:24])=[CH:12][CH:13]=1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 313Hydrochloric Acid2×HCID 20311712HCID 20311712, compound

Product 1

HCID 13180303HCID 13180303, compound

Procedure

A sample of 48.8 g of 1-acetyl-4-(4-phenoxybenzoyl)piperidine is refluxed for 6 hours in 6N HCl. Upon cooling a white solid precipitates from solution, is collected, washed with water, then acetone, and dried. The filtrate is extracted with ether, the aqueous phase is basified with sodium hydroxide and extracted with benzene. The benzene is dried, and the solvent is removed under reduced pressure to give a solid which is converted to a hydrochloride. The salt is recrystallized from an ethanol-ether mixture to give a white solid, mp 219°-220° C., 4-(4-phenoxybenzoyl)piperidine hydrochloride.

Workup

  1. temperatureUpon cooling a white solid
  2. customprecipitates from solution
  3. customis collected
  4. washwashed with water
  5. dry with materialacetone, and dried
  6. extractionThe filtrate is extracted with ether
  7. extractionextracted with benzene
  8. dry with materialThe benzene is dried
  9. customthe solvent is removed under reduced pressure
  10. customto give a solid which
  11. customThe salt is recrystallized from an ethanol-ether mixture

Sources & evidence

ORD record
ord-19b675a5fe974650962f7491c4e949f2
Source dataset
uspto-grants-1978_07
Patent number
US04101663

Reaction notes

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