Hydrogen Peroxide → 3-(p-Fluorobenzylsulfinyl)-4-hydroxy-6-methyl-2-pyrone

HRID 1579596Notes

Reaction equation

HRID 1579596 reaction equation
[F:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][S:7][C:8]2[C:9](=[O:16])[O:10][C:11]([CH3:15])=[CH:12][C:13]=2[OH:14])=[CH:4][CH:3]=1.[OH:19]O>C(O)(=O)C.O>[F:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][S:7]([C:8]2[C:9](=[O:16])[O:10][C:11]([CH3:15])=[CH:12][C:13]=2[OH:14])=[O:19])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 784Hydrogen PeroxideHCID 547358903-(p-Fluorobenzylthio)-4-hydroxy-6-methyl-2-pyrone

Product 1

HCID 547369493-(p-Fluorobenzylsulfinyl)-4-hydroxy-6-methyl-2-pyroneYield 60%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To a solution of 3-(p-fluorobenzylthio)-4-hydroxy-6-methyl-2-pyrone (10.0 g., 0.0376 mole) in glacial acetic acid (50 ml.) was added 30% hydrogen peroxide (4.3 g., 0.0376 mole). After standing for several days the solution was diluted with water, filtered and dried, yielding 6.4 g. (60 percent) of the desired product. Recrystallization from benzene yielded the pure product as a white solid, m.p. 127°-128°C.

Workup

  1. waitAfter standing for several days
  2. filtrationfiltered
  3. customdried
  4. customyielding 6.4 g

Sources & evidence

ORD record
ord-8f8adab7f4a6493c96dfbbb3ed5668be
Source dataset
uspto-grants-1976_01
Patent number
US03931235

Reaction notes

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