Sodium Carbonate → HCID 14517858, compound

HRID 414031Notes

Reaction equation

HRID 414031 reaction equation
COC([CH:5]1[C:10](=[O:11])[CH2:9][C:8](=[O:12])[CH2:7][CH:6]1[CH2:13][CH2:14][S:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=1)=O.C(=O)([O-])[O-].[Na+].[Na+]>O>[F:24][C:22]([F:23])([F:25])[C:19]1[CH:18]=[CH:17][C:16]([S:15][CH2:14][CH2:13][CH:6]2[CH2:7][C:8](=[O:12])[CH2:9][C:10](=[O:11])[CH2:5]2)=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 15017476HCID 15017476, compound

Product 1

HCID 14517858HCID 14517858, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.00 Grams of 6-methoxycarbonyl-5-[2-(4-trifluoromethylphenylthio)ethyl]cyclohexane-1,3-dione was dissolved in 30 ml of water, and 1.6 g of sodium carbonate was added to the resulting solution which was then heated under reflux for 5 hours. After thoroughly cooling the reaction solution, the reaction solution was extracted with ether to remove impurities, and the aqueous layer was acidified with hydrochloric acid and extracted with ethyl acetate to separate the desired product. The ethyl acetate layer was dried over anhydrous magnesium sulfate, and after removing ethyl acetate, the resulting crystals were washed with hexane to obtain 1.5 g of 5-[2-(4-trifluoromethylphenylthio)ethyl]cyclohexane-1,3-dione.

Workup

  1. temperaturewas then heated
  2. temperatureunder reflux for 5 hours
  3. temperatureAfter thoroughly cooling the reaction solution
  4. extractionthe reaction solution was extracted with ether
  5. customto remove impurities
  6. extractionextracted with ethyl acetate
  7. customto separate the desired product
  8. dry with materialThe ethyl acetate layer was dried over anhydrous magnesium sulfate
  9. customafter removing ethyl acetate
  10. washthe resulting crystals were washed with hexane

Sources & evidence

ORD record
ord-0139bd0d4ae24faca255dc4aee5c5986
Source dataset
uspto-grants-1988_12
Patent number
US04789396

Reaction notes

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