Sodium Hydroxide → 4-Benzenesulfonylbutan-1-ol

HRID 660691Notes

Reaction equation

HRID 660691 reaction equation
[C:1]1([S:7]([CH2:10][CH2:11][CH2:12][CH2:13][O:14]C(=O)C)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>CO.O>[C:1]1([S:7]([CH2:10][CH2:11][CH2:12][CH2:13][OH:14])(=[O:8])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 68839587HCID 68839587, compound

Product 1

HCID 122775654-Benzenesulfonylbutan-1-ol

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a mixture of acetic acid 4-benzenesulfonylbutylester (6.5 g, 25.3 mmol) in MeOH (30 mL) at RT is added NaOH (1.5 g, 37.5 mmol) in water (5 mL). The mixture is stirred at RT for 1 h then the solvent is removed under reduced pressure. To the residue is added 1N HCl (40 mL) then the mixture is extracted with EtOAc. The organic phase is dried over MgSO4 and the solvent is removed under reduced pressure to afford the title compound as a yellow oil.

Workup

  1. customthe solvent is removed under reduced pressure
  2. additionTo the residue is added 1N HCl (40 mL)
  3. extractionthe mixture is extracted with EtOAc
  4. dry with materialThe organic phase is dried over MgSO4
  5. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-812e2f0e5ff2412aae4b72bb3da219bd
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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