Piperidin-3-ylmethanol → 1-(4-Acetylbenzenesulfonyl)-3-piperidinemethanol

HRID 866980Notes

Reaction equation

HRID 866980 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][CH:30]([CH2:34][OH:35])[CH2:29]1>O>[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:28]2[CH2:33][CH2:32][CH2:31][CH:30]([CH2:34][OH:35])[CH2:29]2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 107308Piperidin-3-ylmethanolHCID 2664184-Acetylbenzenesulfonyl chlorideHCID 23668814Sodium 4-acetylbenzenesulphonate

Product 1

HCID 49859811-(4-Acetylbenzenesulfonyl)-3-piperidinemethanol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The damp 4-acetylbenzenesulfonyl chloride from 100 g. of sodium 4-acetylbenzenesulfonate is added to a solution of 114 g. of 3-piperidinemethanol in 900 ml. of water. The mixture is stirred at room temperature for 16 hours, cooled, and the precipitate for 1-(4-acetylbenzenesulfonyl)-3-piperidinemethanol collected by filtration, washed with water and dried; m.p. 104°-106° C. after crystallization from aqueous ethanol.

Workup

  1. temperaturecooled
  2. filtrationthe precipitate for 1-(4-acetylbenzenesulfonyl)-3-piperidinemethanol collected by filtration
  3. washwashed with water
  4. customdried
  5. customm.p. 104°-106° C. after crystallization from aqueous ethanol

Sources & evidence

ORD record
ord-0d6f56a8beb046c6a4ee9bb05c5b6259
Source dataset
uspto-grants-1978_07
Patent number
US04101661

Reaction notes

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