HCID 54463368, compound → HCID 12687084, compound

HRID 866922Notes

Reaction equation

HRID 866922 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[CH:10]=2)[C:3]=1[CH2:16][C:17]([OH:19])=O>O>[F:15][C:11]1[CH:12]=[CH:13][C:14]2[C:17](=[O:19])[CH2:16][C:3]3[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=3[S:8][C:9]=2[CH:10]=1

Participants

3

Reactant 1

HCID 54463368HCID 54463368, compound

Product 1

HCID 12687084HCID 12687084, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The mixture of 8.0g of 2-chloro-6-(m-fluoro-phenylthio)-phenylacetic acid and 80g at polyphosphoric acid was stirred at 120°-125° C for 3 hours. After cooling, to the mixture was added water and the mixture was extracted with chloroform. The extract was washed with 100ml of 1% sodium hydroxide solution, then water, dried over anhydrous sodium sulfate and freed of the solvent to afford 6.2g (83%) of 3-fluoro-9-chloro-10,11-dihydrodibenzo[b,f]thiepin-11-one having a melting point of 109°-111° C.

Workup

  1. temperatureAfter cooling, to the mixture
  2. extractionthe mixture was extracted with chloroform
  3. washThe extract was washed with 100ml of 1% sodium hydroxide solution
  4. dry with materialwater, dried over anhydrous sodium sulfate

Sources & evidence

ORD record
ord-6ab371a437c5426686b1528763038c32
Source dataset
uspto-grants-1978_07
Patent number
US04101667

Reaction notes

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