3-Acetyl-1-(p-nitrophenyl)-3-azabicyclo[3.1.0]hexane → 3-Acetyl-1-(p-aminophenyl)-3-azabicyclo[3.1.0]hexane

HRID 371948Notes

Reaction equation

HRID 371948 reaction equation
[C:1]([N:4]1[CH2:9][CH:8]2[C:6]([C:10]3[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=3)([CH2:7]2)[CH2:5]1)(=[O:3])[CH3:2]>O1CCCC1.[Pd]>[C:1]([N:4]1[CH2:9][CH:8]2[C:6]([C:10]3[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=3)([CH2:7]2)[CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 203522533-Acetyl-1-(p-nitrophenyl)-3-azabicyclo[3.1.0]hexane

Product 1

HCID 204683323-Acetyl-1-(p-aminophenyl)-3-azabicyclo[3.1.0]hexane

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 3-acetyl-1-(p-nitrophenyl)-3-azabicyclo[3.1.0]hexane in tetrahydrofuran is hydrogenated at atmospheric pressure and ambient temperature using a 5% palladium on charcoal catalyst. Filtration and evaporation of the filtrate under reduced pressure gives 3-acetyl-1-(p-aminophenyl)-3-azabicyclo[3.1.0]hexane.

Workup

  1. customis hydrogenated at atmospheric pressure and ambient temperature
  2. filtrationFiltration and evaporation of the filtrate under reduced pressure

Sources & evidence

ORD record
ord-a6e2eb97d6524f8eac2d72f63e0b7ff3
Source dataset
uspto-grants-1978_05
Patent number
US04088652

Reaction notes

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