Hydrochloric Acid → HCID 13180307, compound

HRID 2071548Notes

Reaction equation

HRID 2071548 reaction equation
C([N:4]1[CH2:9][CH2:8][CH:7]([C:10](=[O:19])[C:11]2[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][C:12]=2[F:18])[CH2:6][CH2:5]1)(=O)C.[ClH:20]>>[ClH:20].[F:18][C:12]1[CH:13]=[C:14]([CH3:17])[CH:15]=[CH:16][C:11]=1[C:10]([CH:7]1[CH2:8][CH2:9][NH:4][CH2:5][CH2:6]1)=[O:19]

Participants

3

Reactant 2

HCID 313Hydrochloric Acid2×HCID 20311720HCID 20311720, compound

Product 1

HCID 13180307HCID 13180307, compound

Procedure

A sample of 17.1 g of 1-acetyl-4-(2-fluoro-4-methylbenzoyl)piperidine is refluxed in 200 ml of 6N HCl for 24 hours and then stirred for an additional 6 hours at ambient temperature. The solution is extracted with ether, the aqueous layer is basified with 6N NaOH, extracted with benzene, dried and the solvent is removed under reduced pressure, leaving a yellow oil. The oil is added to ethereal hydrogen chloride and the resulting precipitate is collected, washed well with ether and dried. The solid is recrystallized from a methanol-ether mixture to give the final solid product, mp 220°-221° C. of 4-(2-fluoro-4-methylbenzoyl)piperidine hydrochloride.

Workup

  1. extractionThe solution is extracted with ether
  2. extractionextracted with benzene
  3. customdried
  4. customthe solvent is removed under reduced pressure
  5. customleaving a yellow oil
  6. customthe resulting precipitate is collected
  7. washwashed well with ether
  8. customdried
  9. customThe solid is recrystallized from a methanol-ether mixture

Sources & evidence

ORD record
ord-2a2b6b87f95a4835afaa003cb37ff38f
Source dataset
uspto-grants-1977_09
Patent number
US04046900

Reaction notes

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