Sodium Hydroxide → HCID 22340628, compound

HRID 585323Notes

Reaction equation

HRID 585323 reaction equation
[Cl:1][C:2]1[C:11]([O:12][CH2:13][C:14]([CH3:16])=[O:15])=[C:10]([S:17]([CH2:20][CH3:21])(=[O:19])=[O:18])[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[OH-].[Na+]>C1COCC1.O>[Cl:1][C:2]1[C:11]([O:12][CH2:13][C:14]([CH3:16])=[O:15])=[C:10]([S:17]([CH2:20][CH3:21])(=[O:19])=[O:18])[CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 22340631HCID 22340631, compound

Product 1

HCID 22340628HCID 22340628, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

0.870 g (2.60 mmol) of methyl 2-chloro-3-(methylcarbonylmethoxy)-4-ethylsulfonyl-benzoate was dissolved in a mixture of 10 ml of THF and 10 ml of water, and 0.114 g (2.90 mmol) of NaOH was added. The mixture was stirred at RT for 12 h and then evaporated to dryness. The residue was taken up in water, 6 N HCl was added and the mixture was extracted with CH2Cl2. Drying with Na2SO4 and concentration of the organic phase gave 2-chloro-3-(methylcarbonylmethoxy)-4-ethylsulfonylbenzoic acid in the form of a colorless viscous oil.

Workup

  1. additionwas added
  2. customevaporated to dryness
  3. addition6 N HCl was added
  4. extractionthe mixture was extracted with CH2Cl2
  5. dry with materialDrying with Na2SO4 and concentration of the organic phase

Sources & evidence

ORD record
ord-58b2afd178e445faa5c3de9fbe2bef6c
Source dataset
uspto-grants-2005_08
Patent number
US06930208B2

Reaction notes

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