Benzene → 3,3,3-trifluoro-1-phenylpropan-1-one

HRID 2419954Notes

Reaction equation

HRID 2419954 reaction equation
CN(C)C(=[O:14])N(C1C=CC(F)=C(Cl)C=1)N.[F:16][C:17]([F:28])([F:27])[C:18]1C=C(C(=O)C)C=C[CH:23]=1.[CH:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[F:16][C:17]([F:28])([F:27])[CH2:18][C:23]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:14]

Participants

4

Reactant 3

HCID 241BenzeneHCID 676823'-(Trifluoromethyl)acetophenoneHCID 127899361-(3-Chloro-4-fluorophenyl)-N,N-dimethylhydrazine-1-carboxamide

Product 1

HCID 98341553,3,3-trifluoro-1-phenylpropan-1-one

Procedure

To a solution of 10 grams of 4,4-dimethyl-2-(3-chloro-4-fluorophenyl)semicarbazide in 200 milliliters of benzene was added 8.1 grams of m-trifluoromethylacetophenone. This mixture was stirred and heated at reflux for 18 hours. The solvent was removed and the residue purified by silica chromatography to give 13 grams (75.1 yield) of 2-trifluoromethylacetophenone, 4,4-dimethyl-2-(3-chloro-4-fluorophenyl) semicarbazone as an amber syrup.

Workup

  1. temperatureheated
  2. temperatureat reflux for 18 hours
  3. customThe solvent was removed
  4. customthe residue purified by silica chromatography

Sources & evidence

ORD record
ord-d744f67d3ceb4f47bbd6b67854a7e5e9
Source dataset
uspto-grants-1978_08
Patent number
US04108399

Reaction notes

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