HCID 54412353, compound → HCID 12687103, compound

HRID 261544Notes

Reaction equation

HRID 261544 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[C:3]=1[CH2:16][C:17]([OH:19])=O>O>[F:15][C:12]1[CH:11]=[CH:10][C:9]2[S:8][C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=3[CH2:16][C:17](=[O:19])[C:14]=2[CH:13]=1

Participants

3

Reactant 1

HCID 54412353HCID 54412353, compound

Product 1

HCID 12687103HCID 12687103, compoundYield 58.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

To 1.0 g of 2-chloro-6-(p-fluorophenylthio)phenyl-acetic acid was added 10 g of polyphosphoric acid and the resulting mixture was stirred at 150° C. for 2 hours. After cooling, to the mixture was added water and the mixture was extracted with benzene. The extract was washed with water, dried over anhydrous sodium sulfate and freed of solvent under reduced pressure. The residue obtained was recrystallized from benzene-n-hexane to afford 0.55 g (58.8%) of 2-fluoro-9-chloro-10,11-dihydrodibenzo[b,f]thiepin-11-one as colorless crystals having a melting point of 135°-137° C.

Workup

  1. temperatureAfter cooling, to the mixture
  2. extractionthe mixture was extracted with benzene
  3. washThe extract was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe residue obtained
  6. customwas recrystallized from benzene-n-hexane

Sources & evidence

ORD record
ord-61695713463a4affa9657be2becf7d85
Source dataset
uspto-grants-1979_08
Patent number
US04166127

Reaction notes

Loading…