1-(2-Methoxy-4-nitro-phenyl)-4-triisopropylsilanyloxy-piperidine → 3-Methoxy-4-(4-triisopropylsilanyloxy-piperidin-1-yl)-phenylamine

HRID 601516

Reaktionsgleichung

Reaktionsgleichung von HRID 601516
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[N:12]1[CH2:17][CH2:16][CH:15]([O:18][Si:19]([CH:26]([CH3:28])[CH3:27])([CH:23]([CH3:25])[CH3:24])[CH:20]([CH3:22])[CH3:21])[CH2:14][CH2:13]1>C1COCC1.[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([NH2:9])[CH:6]=[CH:5][C:4]=1[N:12]1[CH2:17][CH2:16][CH:15]([O:18][Si:19]([CH:23]([CH3:25])[CH3:24])([CH:26]([CH3:28])[CH3:27])[CH:20]([CH3:22])[CH3:21])[CH2:14][CH2:13]1

Komponenten

4

Edukt 1

HCID 575017001-(2-Methoxy-4-nitro-phenyl)-4-triisopropylsilanyloxy-piperidine

Produkt 1

HCID 575017063-Methoxy-4-(4-triisopropylsilanyloxy-piperidin-1-yl)-phenylamineAusbeute 100,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Dissolve 1-(2-Methoxy-4-nitro-phenyl)-4-triisopropylsilanyloxy-piperidine (1.53 g, 3.74 mmol) in THF (30 mL) and add 5% Pd/C then stir the slurry at room temperature under a hydrogen atmosphere for 3 h. Filter the black mixture through a pad of Celite® and concentrate the filtrate in vacuo to give 3-methoxy-4-(4-triisopropylsilanyloxy-piperidin-1-yl)-phenylamine (1.42 g, 100%) that was used immediately.

Aufarbeitung

  1. filtrationFilter the black mixture through a pad of Celite®
  2. concentrationconcentrate the filtrate in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-81acc41c2427466fa3067f1be0088242
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07902356B2

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