Hexane → 1-(2,4-Difluorophenyl)-2-fluoro-2-(methylsulfanyl)ethanone
Reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9](=[O:13])[CH2:10][S:11][CH3:12].[O-]S(C(F)(F)[F:19])(=O)=O.F[N+]1C(C)=CC(C)=CC=1C.CCCCCC>ClCCCl>[CH3:12][S:11][CH:10]([F:19])[C:9]([C:3]1[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=1[F:1])=[O:13]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a 20 ml solution of 0.5 g (2.5 mmol) of 2',4'-difluoro-2-(methylthio)acetophenone [Compound (2a-1)] in 1,2-dichloroethane, 1.1 g (3.8 mmol) of N-fluoro-2,4,6-trimethylpyridinium triflate ("Onoda Florinate FP-T300", trade name; product of Chichibu Onoda Co., Ltd.) were added at room temperature, followed by stirring at the same temperature for 12 hours. The reaction mixture was added to n-hexane. The insoluble matter so precipitated was filtered off. The insoluble matter was then washed with ethyl ether, followed by combination with the hexane layer. The layers so combined were washed successively with water and saturated saline, followed by drying over anhydrous magnesium sulfate. The solvent was then distilled off under reduced pressure, whereby 0.50 g of the title Compound (2b-1) was obtained in the form of a light yellow oil (yield: 91.7%).
Workup
- customThe insoluble matter so precipitated
- filtrationwas filtered off
- washThe insoluble matter was then washed with ethyl ether
- washThe layers so combined were washed successively with water and saturated saline
- dry with materialby drying over anhydrous magnesium sulfate
- distillationThe solvent was then distilled off under reduced pressure
Sources & evidence
- ORD record
- ord-ab5ec0f149d14569bb46c3ee35dcdcbf
- Source dataset
- uspto-grants-1999_11
- Patent number
- US05986144
Reaction notes
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