4-tert-Butyl-1-fluoro-2-nitrobenzene → 5-Tert-butyl-2-fluoroaniline

HRID 1963738Notes

Reaction equation

HRID 1963738 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[C:7]([N+:12]([O-])=O)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[C:7]([NH2:12])[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 227418934-tert-Butyl-1-fluoro-2-nitrobenzene

Product 1

HCID 207065665-Tert-butyl-2-fluoroaniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To 4-tert-butyl-1-fluoro-2-nitrobenzene in methanol was added a catalytic amount of palladium on carbon (10%). The mixture was allowed to stir for 1 h at room temperature under an atmosphere of hydrogen. Mixture was filtered though celite and concentrated to afford 5-tert-butyl-2-fluorobenzenamine.

Workup

  1. filtrationMixture was filtered though celite and
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-86d34495a3394726a043361a963fb34b
Source dataset
uspto-grants-2013_04
Patent number
US08415382B2

Reaction notes

Loading…