Hydrazine hydrate (1:1) → 3-Benzyl-3-azabicyclo(3.1.0)hexan-6-amine

HRID 712482Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 712482
[CH2:1]([N:8]1[CH2:13][CH:12]2[CH:10]([CH:11]2[N+:14]([O-])=O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.NN.O>[Ni].CO>[CH2:1]([N:8]1[CH2:13][CH:12]2[CH:10]([CH:11]2[NH2:14])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 215851823-Benzyl-6-nitro-3-azabicyclo[3.1.0]hexane

Produkt 1

HCID 185069973-Benzyl-3-azabicyclo(3.1.0)hexan-6-amineAusbeute 104,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a mixture of 3-benzyl-6-nitro-3-azabicyclo[3.1.0]hexane (4.00 g) and a catalytic amount of Raney nickel in MeOH was added slowly a solution of 98% H2NNH2—H2O (70 mL) at rt. The mixture was stirred for 5 h at room temperature and filtered. The filtrate was concentrated in vacuo to give the title compound as brown oil (3.60 g) and the crude product was used for the next step without further purification. The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 204.3 (M+1).

Aufarbeitung

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a3338bfb92f0451ca9e679207868fa8a
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181277B2

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