Potassium Hydroxide → HCID 22118418, compound

HRID 1275450Notes

Reaction equation

HRID 1275450 reaction equation
C([O:3][C:4]([C:6]1[C:7]([C:22]([F:25])([F:24])[F:23])=[C:8]2[C:13](=[C:14]([CH3:16])[CH:15]=1)[S:12](=[O:18])(=[O:17])[CH2:11][C:10]([CH3:20])([CH3:19])[C:9]2=[O:21])=[O:5])C.[OH-].[K+]>C(O)C.O>[C:4]([C:6]1[C:7]([C:22]([F:24])([F:25])[F:23])=[C:8]2[C:13](=[C:14]([CH3:16])[CH:15]=1)[S:12](=[O:18])(=[O:17])[CH2:11][C:10]([CH3:20])([CH3:19])[C:9]2=[O:21])([OH:5])=[O:3]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 22118416HCID 22118416, compound

Product 1

HCID 22118418HCID 22118418, compoundYield 86.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

2.4 Grams (6.3 mmol) of 6-ethoxycarbonyl-5-trifluoromethyl-3,3,8-trimethylthiochroman-4-one-1,1-dioxide was dissolved in 25 ml of ethanol, and than a solution of 0.62 g (9.5 mmol) of potassium hydroxide in 3 ml of water was added. The mixture was stirred at room temperature for 2 hours, then diluted with water and washed with chloroform, and an aqueous layer was acidified with a 5 wt % hydrochloric acid aqueous solution. An organic precipitate was extracted with ethyl acetate, and an organic layer was washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to give 1.9 g (yield 86%) of the titled compound.

Workup

  1. washwashed with chloroform
  2. extractionAn organic precipitate was extracted with ethyl acetate
  3. washan organic layer was washed with a saturated sodium chloride aqueous solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-de56a572a5734acbb384764a4d9eb896
Source dataset
uspto-grants-2000_12
Patent number
US06159904

Reaction notes

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