Hydrochloric Acid → HCID 22118419, compound

HRID 1275446Notes

Reaction equation

HRID 1275446 reaction equation
[C:1]([C:4]1[C:5]([CH3:20])=[C:6]2[C:11](=[CH:12][CH:13]=1)[S:10](=[O:15])(=[O:14])[CH2:9][CH2:8][C:7]12OCC[O:16]1)([OH:3])=[O:2].Cl>CC(C)=O.O>[C:1]([C:4]1[C:5]([CH3:20])=[C:6]2[C:11](=[CH:12][CH:13]=1)[S:10](=[O:15])(=[O:14])[CH2:9][CH2:8][C:7]2=[O:16])([OH:3])=[O:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 221184266-Carboxy-4,4-ethylenedioxy-5-methylthiochroman-1,1-dioxide

Product 1

HCID 22118419HCID 22118419, compoundYield 99.8%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

16.0 Grams (54 mmol) of 6-carboxy-4,4-ethylenedioxy-5-methylthiochroman-1,1-dioxide was dissolved in 90 ml of acetone and 30 ml of water, and 10 ml of a 12N hydrochloric acid aqueous solution was added. The mixture was stirred at room temperature for 2 days. After the completion of the reaction, the reaction mixture was concentrated, and extracted with ethyl acetate. An organic layer was washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to give 13.7 g (yield: quantitative) of the titled compound.

Workup

  1. customAfter the completion of the reaction
  2. concentrationthe reaction mixture was concentrated
  3. extractionextracted with ethyl acetate
  4. washAn organic layer was washed with a saturated sodium chloride aqueous solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-0bb2af0ff61f42d3b8eabae65ad845f2
Source dataset
uspto-grants-2000_12
Patent number
US06159904

Reaction notes

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