Sodium Sulfite → HCID 22118377, compound

HRID 1275478Notes

Reaction equation

HRID 1275478 reaction equation
[C:1]([C:4]1[C:5]([CH3:20])=[C:6]2[C:11](=[C:12]([CH3:14])[CH:13]=1)[S:10](=[O:16])(=[O:15])[CH2:9][CH2:8][CH:7]2[CH2:17][O:18][CH3:19])(=[O:3])C.Cl[O-].[Na+].S([O-])([O-])=[O:25].[Na+].[Na+]>O1CCOCC1>[CH3:19][O:18][CH2:17][CH:7]1[C:6]2[C:11](=[C:12]([CH3:14])[CH:13]=[C:4]([C:1]([OH:25])=[O:3])[C:5]=2[CH3:20])[S:10](=[O:16])(=[O:15])[CH2:9][CH2:8]1

Participants

5

Reactant 3

HCID 24437Sodium SulfiteHCID 22118448HCID 22118448, compoundHCID 23665760Sodium Hypochlorite

Product 1

HCID 22118377HCID 22118377, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 0.32 g (1.1 mmol) of 6-acetyl-4-methoxymethyl-5,8-dimethylthiochroman-1,1-dioxide in 1 ml of dioxane was added 3.8 ml of a sodium hypochlorite aqueous solution, and the mixture was allowed to react at 0° C. for 1 hour and further allowed to react at room temperature overnight. A 20 wt % sodium sulfite aqueous solution was added to the reaction mixture, and the mixture was washed with ethyl acetate. An aqueous layer was acidified with concentrated hydrochloric acid, and extracted with ethyl acetate. The extract was washed with a saturated sodium chloride aqueous solution, and an organic layer was dried over anhydrous sodium sulfate and filtered. Then, the solvent was distilled off under reduced pressure to give 0.24 g (yield 75%) of the titled compound as a crude product.

Workup

  1. customto react at 0° C. for 1 hour
  2. customto react at room temperature overnight
  3. washthe mixture was washed with ethyl acetate
  4. extractionextracted with ethyl acetate
  5. washThe extract was washed with a saturated sodium chloride aqueous solution
  6. dry with materialan organic layer was dried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. distillationThen, the solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-b8ba7f7f922d44b9b6eb996b8b4e4757
Source dataset
uspto-grants-2000_12
Patent number
US06159904

Reaction notes

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