Cyclopropyl(3-nitrophenyl)methanone → (3-Aminophenyl)(cyclopropyl)methanone

HRID 2293686Notes

Reaction equation

HRID 2293686 reaction equation
[CH:1]1([C:4]([C:6]2[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-])=O)[CH:7]=2)=[O:5])[CH2:3][CH2:2]1.[H][H]>[Pd].CO>[CH:1]1([C:4]([C:6]2[CH:11]=[CH:10][CH:9]=[C:8]([NH2:12])[CH:7]=2)=[O:5])[CH2:2][CH2:3]1

Participants

5

Reactant 2

HCID 297630Cyclopropyl(3-nitrophenyl)methanoneHCID 178418361HCID 178418361, compound

Product 1

HCID 10080674(3-Aminophenyl)(cyclopropyl)methanone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A Parr hydrogenation tube is charged with palladium on carbon (0.030 g). cyclopropyl-(3-nitrophenyl)methanone of Preparation 45 (0.250 g) and 10 mL of methanol. The tube is shaken at room temperature under 40 psi of hydrogen overnight. The reaction mixture is then filtered through Celite and concentrated to give 0.207 g of the title product which is used without further purification.

Workup

  1. filtrationThe reaction mixture is then filtered through Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-306fdae43ae840b48afe80ec6a50af2d
Source dataset
uspto-grants-1997_11
Patent number
US05686486

Reaction notes

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