Reaktion #63364

ord-59f94da833a1491388ec5fed0e2703c2

Reaktionsgleichung

CCN1C(=O)C2CC(c3ccc([N+](=O)[O-])cc3)(C2)C1=O
3-ethyl-1-(4-nitrophenyl)-3-azabicyclo[3.1.1-]heptane-2,4-dione
→
CCN1C(=O)C2CC(c3ccc(N)cc3)(C2)C1=O
1-(4-aminophenyl)-3-ethyl-3-azabicyclo[3.1.1]heptane-2,4-dione

Edukte

CCN1C(=O)C2CC(c3ccc([N+](=O)[O-])cc3)(C2)C1=O
3-ethyl-1-(4-nitrophenyl)-3-azabicyclo[3.1.1-]heptane-2,4-dione
—
ethyl acetate petroleum ether

Reagenzien

[Pd]
palladium-on-carbon

Lösungsmittel

CO
methanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

In a manner analogous to that described in Example 1a, 2.33 g of 3-ethyl-1-(4-nitrophenyl)-3-azabicyclo[3.1.1-]heptane-2,4-dione in 70 ml of methanol are hydrogenated in the presence of 0.15 g of palladium-on-carbon and worked up. Melting point 159°-162° (from ethyl acetate/petroleum ether).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04764640uspto-grants-1988_08