Hexane → 1-(2,4-Difluorophenyl)-2-fluoro-2-(methylsulfanyl)ethanone

HRID 1586435Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1586435
[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]

Komponenten

5

Edukt 3

HCID 8058HexaneHCID 27245751-Fluoro-2,4,6-trimethylpyridinium Trifluoromethanesulfonate [Fluorinating Reagent]HCID 106557171-(2,4-Difluorophenyl)-2-(methylsulfanyl)ethan-1-one

Produkt 1

HCID 106327011-(2,4-Difluorophenyl)-2-fluoro-2-(methylsulfanyl)ethanoneAusbeute 90,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

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%).

Aufarbeitung

  1. customThe insoluble matter so precipitated
  2. filtrationwas filtered off
  3. washThe insoluble matter was then washed with ethyl ether
  4. washThe layers so combined were washed successively with water and saturated saline
  5. dry with materialby drying over anhydrous magnesium sulfate
  6. distillationThe solvent was then distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3a69dbae840e407bae08bc03f46c1a33
Quelldatensatz
uspto-grants-1999_08
Patentnummer
US05945438

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