Piperidine → 1-[4-(1-Piperidinylsulfonyl)phenyl]ethanone

HRID 866977Notes

Reaction equation

HRID 866977 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].C(C1C=CC(S([O-])(=O)=O)=CC=1)(=O)C.[Na+].[NH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1>>[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:28]2[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 8082PiperidineHCID 2664184-Acetylbenzenesulfonyl chlorideHCID 23668814Sodium 4-acetylbenzenesulphonate

Product 1

HCID 7503641-[4-(1-Piperidinylsulfonyl)phenyl]ethanone

Procedure

The damp 4-acetylbenzenesulfonyl chloride from 100 g. of sodium 4-acetylbenzenesulfonate is added to a stirred solution of 500 ml. of 50% aqueous piperidine. The mixture is stirred at room temperature for 16 hours, cooled, and the precipitated 1-(4-acetylbenzenesulfonyl)piperidine removed by filtration, washed with water and dried; m.p. 113°-114° C. after crystallization from 2-propanol.

Workup

  1. temperaturecooled
  2. customthe precipitated 1-(4-acetylbenzenesulfonyl)piperidine removed by filtration
  3. washwashed with water
  4. customdried
  5. customm.p. 113°-114° C. after crystallization from 2-propanol

Sources & evidence

ORD record
ord-f838d6987c52417eaea207c262c463db
Source dataset
uspto-grants-1978_07
Patent number
US04101661

Reaction notes

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