Sodium Hydroxide → HCID 11425299, compound

HRID 1006380Notes

Reaction equation

HRID 1006380 reaction equation
Cl.[CH3:2][S:3]([C:6]1[CH:18]=[CH:17][C:9]([CH2:10][CH:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)=[CH:8][CH:7]=1)(=[O:5])=[O:4].[OH-].[Na+]>O>[CH3:2][S:3]([C:6]1[CH:7]=[CH:8][C:9]([CH2:10][CH:11]2[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]2)=[CH:17][CH:18]=1)(=[O:5])=[O:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22676590HCID 22676590, compound

Product 1

HCID 11425299HCID 11425299, compoundYield 81.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-[4-(Methylsulfonyl)benzyl]piperidine hydrochloride (1000 mg) was dissolved in water (10 mL). An aqueous solution of 1N sodium hydroxide (5 mL) was added to the solution at 0° C., and the aqueous phase was extracted with dichloromethane (10 mL×3). The organic phase was dried over potassium carbonate and filtered, and the filtrate was concentrated under reduced pressure. Diisopropyl ether (10 mL) was added to the residue, and the precipitate was collected by filtration. The precipitate was washed with diisopropyl ether and dried under reduced pressure to give the title compound as a white solid (712 mg).

Workup

  1. extractionthe aqueous phase was extracted with dichloromethane (10 mL×3)
  2. dry with materialThe organic phase was dried over potassium carbonate
  3. filtrationfiltered
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. additionDiisopropyl ether (10 mL) was added to the residue
  6. filtrationthe precipitate was collected by filtration
  7. washThe precipitate was washed with diisopropyl ether
  8. customdried under reduced pressure

Sources & evidence

ORD record
ord-f5d1f3b573ce4b709506ac8f422ba44e
Source dataset
uspto-grants-2004_09
Patent number
US06787650B1

Reaction notes

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