Acetonitrile → 2-Amino-1-(3-(trifluoromethyl)phenyl)ethan-1-one hydrochloride
Reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]([F:14])([F:13])[F:12])[CH:6]=1)=[O:4].C(#[N:17])C.[ClH:18].C(O)C>>[ClH:18].[NH2:17][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]([F:14])([F:13])[F:12])[CH:6]=1)=[O:4]Participants
4
Conditions
- Temperature
- 70 °C
Procedure
A mixture of 2-bromo-1-[3-(trifluoromethyl)phenyl]ethanone (22 g), NaN(CHO)2 (9.5 g) and acetonitrile (50 mL) was stirred at room temperature for 3 hr and at 70° C. overnight, and the insoluble material was removed by filtration. The filtrate was concentrated to give an oil. The oil was dissolved in hydrogen chloride-ethanol, and the mixture was stirred at room temperature for 48 hr. The resulting precipitate was collected by filtration, and washed with ether to give the title compound (2.7 g) as a solid. The filtrate was concentrated, and the residue was dissolved in water. The aqueous layer was washed with ether, and the solvent was evaporated under reduced pressure to give the title compound (7.0 g).
Workup
- customthe insoluble material was removed by filtration
- concentrationThe filtrate was concentrated
- customto give an oil
- stirringthe mixture was stirred at room temperature for 48 hr
- filtrationThe resulting precipitate was collected by filtration
- washwashed with ether
Sources & evidence
- ORD record
- ord-ffe966b405dc45eab18d49215c5de570
- Source dataset
- uspto-grants-2013_06
- Patent number
- US08461348B2
Reaction notes
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