Methanol → 5,7-Dihydroxy-2-methylsulfinylchromone

HRID 441055Notes

Reaction equation

HRID 441055 reaction equation
OO[S:3]([O-:5])=O.[K+].[OH:7][C:8]1[CH:17]=[C:16]([OH:18])[CH:15]=[C:14]2[C:9]=1[C:10](=S)[CH:11]=[C:12](C)[O:13]2.[OH2:21].[CH3:22]O>>[OH:7][C:8]1[CH:17]=[C:16]([OH:18])[CH:15]=[C:14]2[C:9]=1[C:10](=[O:21])[CH:11]=[C:12]([S:3]([CH3:22])=[O:5])[O:13]2

Participants

5

Reactant 4

HCID 887MethanolHCID 962WaterHCID 23707502Potassium hydroxy sulfiteHCID 1361024115,7-Dihydroxy-2-methylthiochromone

Product 1

HCID 229064885,7-Dihydroxy-2-methylsulfinylchromone

Procedure

1 ml aqueous solution of 82 mg oxone (0.134 mmol) was added dropwise to 1 ml of 30 mg of 5,7-dihydroxy-2-methylthiochromone (0.134 mmol) in methanol at room temperature, and the mixture was stirred for 1 hour. After addition of water, the reaction solution was extracted twice with ethyl acetate, and the organic layer was washed with saturated NaCl water and dried over sodium sulfate anhydride. The solvent was distilled off under reduced pressure, to give 32 mg of 5,7-dihydroxy-2-methylsulfinylchromone (containing a little sulfone). This product was subjected without purification to the following reaction.

Workup

  1. extractionthe reaction solution was extracted twice with ethyl acetate
  2. washthe organic layer was washed with saturated NaCl water
  3. dry with materialdried over sodium sulfate anhydride
  4. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-88cbf3a340834ba8afc8d06bfd0a69fa
Source dataset
uspto-grants-1996_05
Patent number
US05521216

Reaction notes

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