Water → HCID 15035367, compound

HRID 483409Notes

Reaction equation

HRID 483409 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([F:16])=[CH:13][CH:14]=3)[C:9]([S:17][CH3:18])=[C:8]2[CH2:19][C:20]([OH:22])=[O:21])=[CH:4][CH:3]=1.[OH:25]OS([O-])=O.[K+].[OH2:31]>C(O)C.[Cl-].[Na+].O.CCOCC>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([F:16])=[CH:13][CH:14]=3)[C:9]([S:17]([CH3:18])(=[O:25])=[O:31])=[C:8]2[CH2:19][C:20]([OH:22])=[O:21])=[CH:23][CH:24]=1

Participants

7

Reactant 3

HCID 962WaterHCID 15035366HCID 15035366, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 15035367HCID 15035367, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 3283Diethyl EtherSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

To 200 mg of 1-(p-chlorobenzyl)-5-fluoro-3-methylthioindole-2-acetic acid from Example 4 in a mixture of 3 mL water and 3 mL ethanol was added 1.6 q of oxone. After stirring for 6 h the reaction mixture was diluted with brine and ether. The ether layer was washed with 1 N HCl, and brine and dried over MgSO4. Filtration and concentration gave the title compound, mp 202°-202.5°.

Workup

  1. washThe ether layer was washed with 1 N HCl, and brine
  2. dry with materialdried over MgSO4
  3. filtrationFiltration and concentration

Sources & evidence

ORD record
ord-b5024d0c5d3f466c95cbac223e03ed32
Source dataset
uspto-grants-1993_07
Patent number
US05225421

Reaction notes

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