Reaction #452424

ord-ba7c24c3e18740b4a50fd7fdef82df3d

Reaction equation

O=C(Nc1ccc([N+](=O)[O-])cc1)c1ccc(F)cc1
N-(4-fluorobenzoyl)-4-nitroaniline
Nc1ccc(NC(=O)c2ccc(F)cc2)cc1
N-(4-fluoro-benzoyl)-4-aminoaniline
Yield 79.0%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    FiltrationThe reaction mixture was then filtered
  2. 2
    Concentrationthe filtrate concentrated under reduced pressure

Procedure

A mixture of 32.25 gm (124 mMol) N-(4-fluorobenzoyl)-4-nitroaniline and 3.2 gm platinum on carbon in 500 mL tetrahydrofuran was hydrogenated at room temperature for 18 hours with an initial pressure of 60 p.s.i. The reaction mixture was then filtered and the filtrate concentrated under reduced pressure to give 22.45 gm (79%) of N-(4-fluoro-benzoyl)-4-aminoaniline.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06126932uspto-grants-2000_10