1-Methyl-4-(4-nitrobenzyl)piperazine → 4-((4-Methylpiperazin-1-yl)methyl)aniline

HRID 501220

Reaktionsgleichung

Reaktionsgleichung von HRID 501220
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=2)[CH2:4][CH2:3]1>CO.[Ni]>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)[CH2:4][CH2:3]1

Komponenten

4

Edukt 1

HCID 6777951-Methyl-4-(4-nitrobenzyl)piperazine

Produkt 1

HCID 31539964-((4-Methylpiperazin-1-yl)methyl)anilineAusbeute 91,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 1-methyl-4-(4-nitrobenzyl)piperazine (4.0 g) in methanol (100 mL) at room temperature under nitrogen atmosphere was added Raney nickel (1.6 gm). The reaction mixture was stirred for 2 hr under hydrogen atmosphere. The progress of the reaction was monitored by TLC and upon completion of the reaction, the mixture was filtered under nitrogen atmosphere and the solvent was removed under reduced pressure to give 4-[(4-methylpiperazin-1-yl)methyl]aniline (3.2 g). 1H NMR (CDCl3, 200 MHz) δ: 7.13 (2H, d, J=8.4 Hz), 6.61 (2H, d, J=8.4 Hz), 3.41 (2H, s), 2.45 (8H, bm), 2.27 (3H, s); m/e=206 (M+1).

Aufarbeitung

  1. customThe progress of the reaction was monitored by TLC and upon completion of the reaction
  2. filtrationthe mixture was filtered under nitrogen atmosphere
  3. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ac0874e7ff6c46658b2fe821ad1c95e2
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772245B2

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