Réaction #63360

ord-5b3a4f64ded841f7b9dbfc323370daf5

Équation de réaction

CCCN1C(=O)C2(CC(C)C)CC(c3ccc([N+](=O)[O-])cc3)(C2)C1=O
5-isobutyl-1-(4-nitrophenyl)-3-n-propyl-3-azabicyclo[3.1.1]heptane-2,4-dione
CCCCCC.CCOCC
n-hexane ether
→
CCCN1C(=O)C2(CC(C)C)CC(c3ccc(N)cc3)(C2)C1=O
1-(4-aminophenyl)-5-isobutyl-3-n-propyl-3-azabicyclo[3.1.1]heptane-2,4-dione

Réactifs

CCCN1C(=O)C2(CC(C)C)CC(c3ccc([N+](=O)[O-])cc3)(C2)C1=O
5-isobutyl-1-(4-nitrophenyl)-3-n-propyl-3-azabicyclo[3.1.1]heptane-2,4-dione
CCCCCC.CCOCC
n-hexane ether

Réactifs

[Pd]
palladium-on-carbon

Solvants

CCOC(C)=O
ethyl acetate

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

In a manner analogous to that described in Example 12a, 5.2 g of 5-isobutyl-1-(4-nitrophenyl)-3-n-propyl-3-azabicyclo[3.1.1]heptane-2,4-dione in 100 ml of ethyl acetate are hydrogenated in the presence of 0.5 g of 5% palladium-on-carbon and worked up. Melting point 86.5°-87° (from n-hexane/ether).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04764640uspto-grants-1988_08