Ethanol → HCID 178506095, compound

HRID 1446883Notes

Reaction equation

HRID 1446883 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[OH:12].O(CC)[C:14]([S-])=[S:15].[K+].C(O)C>O>[SH:15][C:14]1[O:12][C:3]2[CH:4]=[CH:5][C:6]([C:8]([F:9])([F:10])[F:11])=[CH:7][C:2]=2[N:1]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 1202462-Amino-4-(trifluoromethyl)phenolHCID 2735045Potassium ethylxanthate

Product 1

HCID 178506095HCID 178506095, compoundYield 31.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-amino-4-trifluoromethylphenol (8.85 g, 0.05 mole), potassium ethyl xanthate (8.8 g, 0.055 mole) and ethanol was heated under gentle reflux for a period of 24 hours. After cooling, the mixture was filtered and the filtrate was distilled under reduced pressure to remove the solvent and to give an orange solid. The solid was dissolved in water, the aqueous solution extracted with ethyl acetate and the organic phase evaporated to give a red wolid. The solid was triturated with boiling petroleum ether (bp 100°-120° C.) and the insoluble material collected by filtration to give the title compound (3.5 g).

Workup

  1. temperaturewas heated
  2. temperatureunder gentle reflux for a period of 24 hours
  3. temperatureAfter cooling
  4. filtrationthe mixture was filtered
  5. distillationthe filtrate was distilled under reduced pressure
  6. customto remove the solvent
  7. customto give an orange solid
  8. extractionthe aqueous solution extracted with ethyl acetate
  9. customthe organic phase evaporated
  10. customto give a red wolid
  11. customThe solid was triturated with boiling petroleum ether (bp 100°-120° C.)
  12. filtrationthe insoluble material collected by filtration

Sources & evidence

ORD record
ord-d9ca34740e1841bf9934ce64c21dc65a
Source dataset
uspto-grants-1982_02
Patent number
US04314065

Reaction notes

Loading…