4-Bromo-2,6-difluorobenzonitrile → 4-Bromo-2-fluoro-6-methoxybenzonitrile

HRID 515191Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 515191
[Br:1][C:2]1[CH:9]=[C:8](F)[C:5]([C:6]#[N:7])=[C:4]([F:11])[CH:3]=1.[CH3:12][O-:13].[Na+]>O1CCCC1>[Br:1][C:2]1[CH:9]=[C:8]([O:13][CH3:12])[C:5]([C:6]#[N:7])=[C:4]([F:11])[CH:3]=1

Komponenten

4

Edukt 2

HCID 27569164-Bromo-2,6-difluorobenzonitrileHCID 10942334Sodium Methoxide

Produkt 1

HCID 574422094-Bromo-2-fluoro-6-methoxybenzonitrileAusbeute 53,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 4-bromo-2,6-difluoro-benzonitrile (15.0 g, 68.8 mmol) in tetrahydrofuran (150 ml) is added sodium methoxide (4.5 g, 82.6 mmol) at room temperature and the mixture is stirred for 16 h. The reaction mixture is concentrated under reduced pressure and the resulting solid is purified by column chromatography (silica gel, 5% ethyl acetate/hexane) to obtain 4-bromo-2-fluoro-6-methoxy-benzonitrile (8.5 g, 36.9 mmol, 53%).

Aufarbeitung

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. customthe resulting solid is purified by column chromatography (silica gel, 5% ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-79b6a41160804129bd0f086abf770979
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09108936B2

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