Sodium Hydroxide → HCID 54245881, compound

HRID 2256913Notes

Reaction equation

HRID 2256913 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-chloro4-(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-1ae837ae9fee479ab431d54bf4c6fe59
Source dataset
uspto-grants-1997_08
Patent number
US05656573

Reaction notes

Loading…