Réaction #63361

ord-b4153e745c30420c892ee1a30fabf655

Équation de réaction

CCCN1C(=O)C2(c3ccccc3)CC(c3ccc([N+](=O)[O-])cc3)(C2)C1=O
1-(4-nitrophenyl)-5-phenyl-3-n-propyl-3-azabicyclo[3.1.1]heptane-2,4-dione
CCCCCC.CCOCC
n-hexane ether
→
CCCN1C(=O)C2(c3ccccc3)CC(c3ccc(N)cc3)(C2)C1=O
1-(4-aminophenyl)-5-phenyl-3-n-propyl-3-azabicyclo[3.1.1]heptane-2,4-dione

Réactifs

CCCN1C(=O)C2(c3ccccc3)CC(c3ccc([N+](=O)[O-])cc3)(C2)C1=O
1-(4-nitrophenyl)-5-phenyl-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, 1.8 g of 1-(4-nitrophenyl)-5-phenyl-3-n-propyl-3-azabicyclo[3.1.1]heptane-2,4-dione are dissolved in 40 ml of ethyl acetate, hydrogenated in the presence of 0.2 g of 5% palladium-on-carbon and worked up. Melting point 144°-145° (from n-hexane/ether).

Source

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