4-(3-Fluoro-4-nitrophenyl)morpholine → 2-Fluoro-4-(morpholin-4-yl)aniline

HRID 1063500Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1063500
[F:1][C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[CH:5]=[CH:4][C:3]=1[N+:14]([O-])=O>CO.[Pd]>[F:1][C:2]1[CH:7]=[C:6]([N:8]2[CH2:9][CH2:10][O:11][CH2:12][CH2:13]2)[CH:5]=[CH:4][C:3]=1[NH2:14]

Komponenten

4

Edukt 1

HCID 222807594-(3-Fluoro-4-nitrophenyl)morpholine

Produkt 1

HCID 114810032-Fluoro-4-(morpholin-4-yl)anilineAusbeute 96,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

2-Fluoro-4-morpholinonitrobenzene (1.80 g) was dissolved in methanol (100 mL) and 10% Pd/C (94 mg) was added. The mixture was placed in a hydrogenator (45 psi) for 2.5 h. The reaction mixture was filtered through celite and washed with methanol. The filtrate was concentrated to give 1.51 g solid. 1H NMR (CDCl3) δ 6.76-6.54 (m, 3H), 3.84 (t, 4H), 3.45 (bs, 2H), 3.02 (t, 4H) ppm. ESI mass spectrum z (rel. intensity) 197.1 (M+H, 100).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through celite
  2. washwashed with methanol
  3. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-8979353764b84b0a83356982ceb49837
Quelldatensatz
uspto-grants-2005_11
Patentnummer
US06965036B2

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