4-Fluoro-2-(trifluoromethyl)benzonitrile → (4-Fluoro-2-(trifluoromethyl)phenyl)methanamine

HRID 59253

Reaktionsgleichung

Reaktionsgleichung von HRID 59253
[F:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:3]=1>C(O)C.[Ni]>[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH2:7])=[C:4]([C:10]([F:11])([F:12])[F:13])[CH:3]=1

Komponenten

4

Edukt 1

HCID 6050854-Fluoro-2-(trifluoromethyl)benzonitrile

Produkt 1

HCID 2734878(4-Fluoro-2-(trifluoromethyl)phenyl)methanamineAusbeute 19,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 4-fluoro-2-(trifluoromethyl)benzonitrile (2.0 g) in ethanol (10.0 mL) was added Raney Ni (catalytic amount). The reaction mixture was subjected for hydrogenation in Parr apparatus under 50 psi for 2-3 h. The reaction mass, was filtered through celite and the filtrate was concentrated to afford 0.400 g of desired product. 1H NMR (CDCl3): δ 3.98 (s, 2H), 7.24 (t, J=9.0 Hz, 1H), 7.34 (d, J=8.7 Hz, 1H), 7.54 (t, J=7.8 Hz, 1H); MS [M+H]+: 194.03.

Aufarbeitung

  1. filtrationThe reaction mass, was filtered through celite
  2. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-116edec8c0e94ce08611b9b641ccaaef
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09439890B2

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