Ethanol → HCID 23450677, compound

HRID 1871215Notes

Reaction equation

HRID 1871215 reaction equation
[CH3:1][C:2]1([CH3:19])[C:11]2[C:6](=[C:7](Cl)[CH:8]=[C:9]([C:13]([OH:15])=[O:14])[C:10]=2[CH3:12])[S:5](=[O:18])(=[O:17])[CH2:4][CH2:3]1.C(O)C>[Zn].O>[CH3:1][C:2]1([CH3:19])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:13]([OH:15])=[O:14])[C:10]=2[CH3:12])[S:5](=[O:18])(=[O:17])[CH2:4][CH2:3]1

Participants

5

Reactant 2

HCID 702EthanolHCID 23450700HCID 23450700, compound

Product 1

HCID 23450677HCID 23450677, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 962WaterSolvent2×

Procedure

0.88 Gram (2.90 mmol) of 4,4,5-trimethyl-8-chlorothiochroman-6-carboxylic acid-1,1-dioxide was dissolved in-ethanol having a water content of 60%, 0.55 g (8.70 mmol) of a zinc powder was added, and the mixture was refluxed under heat for 5 hours. After the completion of the reaction, 5 ml of water was added, the zinc powder was removed by filtration, and the remainder was extracted with ethyl acetate. The extract was washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. The ethyl acetate was distilled off under reduced pressure to give 0.60 g (yield 78%) of 4,4,5-trimethylthiochroman-6-carboxylic acid-1,1-dioxide.

Workup

  1. additionwas added
  2. temperaturethe mixture was refluxed
  3. temperatureunder heat for 5 hours
  4. additionwas added
  5. customthe zinc powder was removed by filtration
  6. extractionthe remainder was extracted with ethyl acetate
  7. washThe extract was washed with a saturated sodium chloride aqueous solution
  8. dry with materialdried over anhydrous sodium sulfate
  9. distillationThe ethyl acetate was distilled off under reduced pressure

Sources & evidence

ORD record
ord-5fcd9da6cd224643a6312065448b389e
Source dataset
uspto-grants-2000_08
Patent number
US06103668

Reaction notes

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