Sodium Hydroxide → HCID 54245881, compound

HRID 266531Notes

Reaction equation

HRID 266531 reaction equation
[Cl:1][C:2]1[CH:12]=[C:11]([S:13]([C:16]([CH3:19])([CH3:18])[CH3:17])(=[O:15])=[O:14])[CH:10]=[CH:9][C:3]=1[C:4]([O:6]CC)=[O:5].[OH-].[Na+]>O>[Cl:1][C:2]1[CH:12]=[C:11]([S:13]([C:16]([CH3:19])([CH3:18])[CH3:17])(=[O:15])=[O:14])[CH:10]=[CH:9][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54537301HCID 54537301, compound

Product 1

HCID 54245881HCID 54245881, compoundYield 81.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of ethyl 2-chloro-4-(1,1-dimethylethylsulphonyl)-benzoate (7.66 g) and sodium hydroxide (6.09 g) in water was stirred and heated at reflux for 2 hours. It was cooled, diluted with water and acidified to pH1. It was extracted with ethyl acetate, washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness to give 2-chloro-4-(1,1-dimethylethylsulphonyl)benzoic acid (5.67 g) as an off white solid mp 155.2°-156.8° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 2 hours
  3. temperatureIt was cooled
  4. extractionIt was extracted with ethyl acetate
  5. washwashed with water
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-41df9cdeb2434af0876a57eae379f934
Source dataset
uspto-grants-1997_07
Patent number
US05650533

Reaction notes

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