Hydrogen Peroxide → HCID 54001275, compound

HRID 343868Notes

Reaction equation

HRID 343868 reaction equation
OO.[F:3][CH2:4][CH2:5][O:6][CH:7]1[C:16]2[C:11](=[C:12]([CH3:21])[CH:13]=[C:14]([C:18]([OH:20])=[O:19])[C:15]=2[CH3:17])S[CH2:9][CH2:8]1.[S:22]([O-:25])(O)=[O:23].[Na+]>C(O)(=O)C>[F:3][CH2:4][CH2:5][O:6][CH:7]1[C:16]2[C:11](=[C:12]([CH3:21])[CH:13]=[C:14]([C:18]([OH:20])=[O:19])[C:15]=2[CH3:17])[S:22](=[O:25])(=[O:23])[CH2:9][CH2:8]1

Participants

5

Reactant 3

HCID 784Hydrogen Peroxide2×HCID 23665763Sodium BisulfiteHCID 54174563HCID 54174563, compound

Product 1

HCID 54001275HCID 54001275, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

4 ml of acetic acid and 6.24 g (56.7 mmol) of a 30% hydrogen peroxide aqueous solution as an oxidizing agent were added to 5.37 g (18.9 mmol) of the 4-(2-fluoroethoxy)-5,8-dimethylthiochroman-6-carboxylic acid, and the mixture was allowed to react at 80° C. for2hours. After the reaction mixture was allowed to cool, a 2% sodium hydrogensulfite aqueous solution was added to the reaction mixture, excessive hydrogen peroxide was removed, and a precipitated crystal was recovered by filtration and dried to give 5.08 g (yield 85%) of 4-(2-fluoroethoxy)-5,8-dimethylthiochroman-6-carboxylic acid-1,1-dioxide (corresponding to compound of the formula (II-2)).

Workup

  1. customto react at 80° C. for2hours
  2. temperatureto cool
  3. customwas removed
  4. filtrationa precipitated crystal was recovered by filtration
  5. customdried

Sources & evidence

ORD record
ord-445a280ede2649f996d50c39f1fa763f
Source dataset
uspto-grants-1999_01
Patent number
US05863866

Reaction notes

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