Hydrochloric Acid → HCID 13180307, compound

HRID 867010Notes

Reaction equation

HRID 867010 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-e3810608f0354e00be0a4ed453254fcb
Source dataset
uspto-grants-1978_07
Patent number
US04101663

Reaction notes

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