2-Bromo-1-[3-(trifluoromethyl)phenyl]ethan-1-one → HCID 66939745, compound

HRID 1257460Notes

Reaction equation

HRID 1257460 reaction equation
[NH2:1][C:2](=[S:16])[CH2:3][C:4]1[CH:14]=[CH:13][C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][C:5]=1[F:15].Br[CH2:18][C:19]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=1)=O>C(O)C>[F:15][C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][C:4]=1[CH2:3][C:2]1[S:16][CH:18]=[C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:28])([F:29])[F:30])[CH:22]=2)[N:1]=1)[C:8]([O:10][CH2:11][CH3:12])=[O:9]

Participants

4

Reactant 2

HCID 27783862-Bromo-1-[3-(trifluoromethyl)phenyl]ethan-1-oneHCID 58127590HCID 58127590, compound

Product 1

HCID 66939745HCID 66939745, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution (4 mL) of the compound (400 mg, 1.7 mmol) obtained in Example 189c in ethanol was added 2-bromo-1-[3-(trifluoromethyl)phenyl]ethanone (530 mg, 2.0 mmol), and the mixture was heated under reflux overnight. The reaction mixture was allowed to cool to room temperature and the solvent was evaporated under reduced pressure. The obtained crude product was purified by recrystallization (ethyl acetate-hexane) to give the title compound (540 mg, 80%) as colorless crystals.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux overnight
  3. customthe solvent was evaporated under reduced pressure
  4. customThe obtained crude product
  5. customwas purified by recrystallization (ethyl acetate-hexane)

Sources & evidence

ORD record
ord-4fd07cb3e4b74e94b4e9ea131ef099c9
Source dataset
uspto-grants-2013_06
Patent number
US08461348B2

Reaction notes

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