Hydrochloric Acid → HCID 10408863, compound

HRID 2082573Notes

Reaction equation

HRID 2082573 reaction equation
[F:1][C:2]1[CH:14]=[C:13]([S:15][CH2:16][CH2:17][NH:18][S:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)(=[O:21])=[O:20])[CH:12]=[C:11]([F:28])[C:3]=1[O:4][CH2:5][C:6]([O:8]CC)=[O:7].[OH-].[Na+].Cl>C(O)C>[F:28][C:11]1[CH:12]=[C:13]([S:15][CH2:16][CH2:17][NH:18][S:19]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)(=[O:20])=[O:21])[CH:14]=[C:2]([F:1])[C:3]=1[O:4][CH2:5][C:6]([OH:8])=[O:7]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10477846HCID 10477846, compound

Product 1

HCID 10408863HCID 10408863, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of ethyl 2,6-difluoro-4-[2-(phenylsulfonylamino)ethylthio]phenoxyacetate (1.5 g) and ethanol (12 ml) was added 10% sodium hydroxide (3 ml), and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was made acidic with 3% hydrochloric acid and extracted with ethyl acetate. The ethyl acetate layer was washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate. Evaporation of the solvent under reduced pressure gave 2,6-difluoro-4-[2-(phenylsulfonylamino)ethylthio]phenoxyacetic acid (Compound No. 67) (1.3 g).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with a saturated aqueous sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customEvaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-066e526dd5d7465d9ce31792bc8da306
Source dataset
uspto-grants-1993_02
Patent number
US05189211

Reaction notes

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