(2-Fluoro-4-nitrophenyl)methanol → 2-Fluoro-4-nitrobenzaldehyde

HRID 2252051Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2252051
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][OH:12]>ClCCl>[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH:11]=[O:12]

Komponenten

3

Edukt 1

HCID 17981733(2-Fluoro-4-nitrophenyl)methanol

Produkt 1

HCID 45629192-Fluoro-4-nitrobenzaldehydeAusbeute 30 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Add borane-tetrahydrofuran complex (16.21 mL, 1 M) to a mixture of 2-fluoro-4-nitro-benzoic acid (1.2 g) and tetrahydrofuran (10 mL) at 0° C. Heat at 80° C. for 3 hours. Cool at room temperature and add 1 N aqueous hydrochloric acid (20 mL) and extract with ethyl acetate. Wash with saturated aqueous sodium bicarbonate and dry the remaining organic phase over sodium sulfate and concentrate under reduced pressure to provide (0.91 g, 83%) of an oil. Add (2-fluoro-4-nitro-phenyl)-methanol (0.91 g) to a mixture of dioxide manganese (1.1 g) in 20 ml of dichloromethane. Stir at room temperature overnight and filter over Celite®. Concentrate under reduced pressure to provide (0.27 g, 30%) of the title compound as an oil.

Aufarbeitung

  1. filtrationfilter over Celite®
  2. concentrationConcentrate under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d2e0fc6311214c75986fb7e07d80d1f3
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07320995B2

Notizen zur Reaktion

Wird geladen…