3-Ethoxy-4-nitrobenzoic acid → 4-Amino-3-ethoxybenzoic acid

HRID 349758

Reaction equation

HRID 349758 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[N+:13]([O-])=O)[C:7]([OH:9])=[O:8])[CH3:2]>[Pd]>[NH2:13][C:12]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]=1[O:3][CH2:1][CH3:2]

Participants

3

Reactant 1

HCID 223975093-Ethoxy-4-nitrobenzoic acid

Product 1

HCID 223974484-Amino-3-ethoxybenzoic acidYield 92.1%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

3-Ethoxy-4-nitrobenzoic acid (0.31 g) was treated with 5% palladium on charcoal under an atmosphere of hydrogen (1 bar) for 3 hours. The reaction mixture was filtered and the filtrate was evaporated to leave the product as a beige solid (0.245 g; MS: ES− (M−H) 180).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-c7e399d3d7ad4676891392da5b623124
Source dataset
uspto-grants-2007_02
Patent number
US07179922B2

Linked notes

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