Iodine → 1-Chloro-2-fluoro-4-iodo-5-methoxybenzene

HRID 1371812

Reaktionsgleichung

Reaktionsgleichung von HRID 1371812
[Cl:1][C:2]1[CH:3]=[C:4]([O:9][CH3:10])[CH:5]=[CH:6][C:7]=1[F:8].[I:11]I>C(Cl)(Cl)Cl.FC(F)(F)C([O-])=O.[Ag+]>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([I:11])=[C:4]([O:9][CH3:10])[CH:3]=1

Komponenten

5

Edukt 2

HCID 807IodineHCID 27735853-Chloro-4-fluoroanisole

Produkt 1

HCID 210706301-Chloro-2-fluoro-4-iodo-5-methoxybenzeneAusbeute 59,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 76299Silver trifluoroacetateKatalysatorHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a solution of 3-chloro-4-fluoroanisole (4.69 g, Lancaster) in chloroform (250 mL) was added silver trifluoroacetate (23.2 g, Aldrich) followed by iodine (15.8 g, Aldrich) in several portions. The reaction mixture was stirred for 2 hours and filtered through Celite. The filtrate was washed with water, brine, dried and concentrated. The crude product was purified by crystallization from ether/petroleum ether to give 5-chloro-4-fluoro-2-iodoanisole (5.0 g). MS (M+H)+, 285.

Aufarbeitung

  1. filtrationfiltered through Celite
  2. washThe filtrate was washed with water, brine
  3. customdried
  4. concentrationconcentrated
  5. customThe crude product was purified by crystallization from ether/petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-d3cee51fb4a94744bef660dde30cdaac
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07157455B2

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