4-Tert-butyl-2-nitrobenzoic acid → 2-Amino-4-tert-butylbenzoic acid

HRID 1644199

Reaction equation

HRID 1644199 reaction equation
[C:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[C:7]([N+:14]([O-])=O)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]>[Pd].C(O)C>[NH2:14][C:7]1[CH:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:13]=[CH:12][C:8]=1[C:9]([OH:11])=[O:10]

Participants

4

Reactant 1

HCID 2573264-Tert-butyl-2-nitrobenzoic acid

Product 1

HCID 146458722-Amino-4-tert-butylbenzoic acidYield 10.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

4-tert-Butyl-2-nitro-benzoic acid (199 mg, 8.91 mmol), and 10% palladium on carbon (40 mg) were stirred in 6 mL ethanol under an atmosphere of hydrogen for 3 hours. The resulting mixture was filtered and concentrated in vacuo to yield 2-Amino-4-tert-butyl-benzoic acid (177 mg, 0.916 mmol).

Workup

  1. filtrationThe resulting mixture was filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-20209104b3e84dc8811a47142297453d
Source dataset
uspto-grants-2012_02
Patent number
US08124604B2

Linked notes

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