4'-Fluoro-3'-nitroacetophenone → 3'-Amino-4'-fluoroacetophenone

HRID 2307431Notes

Reaction equation

HRID 2307431 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[N+:11]([O-])=O>C(O)C.[Pt]>[NH2:11][C:3]1[CH:4]=[C:5]([C:8](=[O:10])[CH3:9])[CH:6]=[CH:7][C:2]=1[F:1]

Participants

4

Reactant 1

HCID 27346124'-Fluoro-3'-nitroacetophenone

Product 1

HCID 106069533'-Amino-4'-fluoroacetophenoneYield 79.9%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1-(4-fluoro-3-nitrophenyl)-ethanone (4.94 g) and 5% Pt(S)/C (500 mg) in ethanol (50 mL) was hydrogenated at 50 psi for 3 hours. After filtration and concentration, the residue was purified by silica gel flash chromatography over silica gel (elution with 30% ethyl acetate in hexane) to give 3.3 g of the title compound as a solid.

Workup

  1. filtrationAfter filtration and concentration
  2. customthe residue was purified by silica gel flash chromatography over silica gel (elution with 30% ethyl acetate in hexane)

Sources & evidence

ORD record
ord-6c7e2622b42048a48f9af23953f6a417
Source dataset
uspto-grants-2004_12
Patent number
US06831080B2

Reaction notes

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