Hydrochloric Acid → HCID 22676590, compound

HRID 1006379Notes

Reaction equation

HRID 1006379 reaction equation
C([N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][CH:12]=2)[CH2:6][CH2:5]1)(=O)C.[ClH:21]>>[ClH:21].[CH3:20][S:17]([C:14]1[CH:13]=[CH:12][C:11]([CH2:10][CH:7]2[CH2:6][CH2:5][NH:4][CH2:9][CH2:8]2)=[CH:16][CH:15]=1)(=[O:19])=[O:18]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 226766261-(4-{[4-(Methanesulfonyl)phenyl]methyl}piperidin-1-yl)ethan-1-one

Product 1

HCID 22676590HCID 22676590, compound

Procedure

A mixture of 1-acetyl-4-[4-(methylsulfonyl)benzyl]-piperidine (8.76 g) and concentrated hydrochloric acid (100 mL) was stirred for 4 hours under reflux with heat. The reaction mixture was concentrated under reduced pressure. 2-Propanol (100 mL) was added thereto and the mixture was concentrated under reduced pressure. To the residue was added 2-propanol (50 mL), and the mixture was stirred under reflux with heat for 30 minutes and cooled down to room temperature. The precipitate was filtered off, washed with 2-propanol (50 mL) and dried under reduced pressure to give the title compound as a white solid (7.51 g).

Workup

  1. temperatureunder reflux
  2. temperaturewith heat
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. addition2-Propanol (100 mL) was added
  5. concentrationthe mixture was concentrated under reduced pressure
  6. additionTo the residue was added 2-propanol (50 mL)
  7. stirringthe mixture was stirred
  8. temperatureunder reflux
  9. temperaturewith heat for 30 minutes
  10. filtrationThe precipitate was filtered off
  11. washwashed with 2-propanol (50 mL)
  12. customdried under reduced pressure

Sources & evidence

ORD record
ord-730977a228834d008ec8da3f61b31933
Source dataset
uspto-grants-2004_09
Patent number
US06787650B1

Reaction notes

Loading…