Sodium Hydroxide → HCID 19766964, compound

HRID 1591391Notes

Reaction equation

HRID 1591391 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH:13][CH:14]2[CH2:23][CH2:22][C:21]3[CH:20]=[C:19]([CH2:24][C:25]([O:27]CC)=[O:26])[CH:18]=[CH:17][C:16]=3[CH2:15]2)(=[O:12])=[O:11])=[CH:6][CH:5]=1>C(O)C>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([S:10]([NH:13][CH:14]2[CH2:23][CH2:22][C:21]3[CH:20]=[C:19]([CH2:24][C:25]([OH:27])=[O:26])[CH:18]=[CH:17][C:16]=3[CH2:15]2)(=[O:12])=[O:11])=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19766961HCID 19766961, compound

Product 1

HCID 19766964HCID 19766964, compoundYield 82.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

28 ml of ethanol and 10 ml of a 2N aqueous sodium hydroxide solution are added to 2.81 g of ethyl 6-(4-chlorophenyl)sulfonylamino-5,6,7,8-tetrahydronaphthalene-2-acetate, and the mixture is stirred at room temperature overnight. After ethanol is removed from the mixture, water is added thereto, and the mixture is washed with methylene chloride. 10% hydrochloric acid is added to the water layer, and the mixture is extracted with ethyl acetate. The extract is washed, dried and evaporated to remove the solvent, and the residue is recrystallized from a mixture of ethyl acetate and n-hexane to give 2.16 g of 6-(4-chlorophenyl)sulfonylamino-5,6,7,8-tetrahydronaphthalene-2-acetic acid as pale brown prism.

Workup

  1. customAfter ethanol is removed from the mixture, water
  2. additionis added
  3. washthe mixture is washed with methylene chloride
  4. addition10% hydrochloric acid is added to the water layer
  5. extractionthe mixture is extracted with ethyl acetate
  6. washThe extract is washed
  7. customdried
  8. customevaporated
  9. customto remove the solvent
  10. customthe residue is recrystallized from a mixture of ethyl acetate and n-hexane

Sources & evidence

ORD record
ord-b59c7b5a016f4085b058077458d3d450
Source dataset
uspto-grants-1993_04
Patent number
US05206418

Reaction notes

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