HCID 23130247, compound → HCID 43380150, compound

HRID 417283Notes

Reaction equation

HRID 417283 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[N+:14]([O-])=O)[C:7]([O:9][CH3:10])=[O:8])[CH3:2]>C(OCC)(=O)C.[Pd]>[CH3:10][O:9][C:7](=[O:8])[C:6]1[CH:11]=[CH:12][C:13]([NH2:14])=[C:4]([O:3][CH2:1][CH3:2])[CH:5]=1

Participants

4

Reactant 1

HCID 23130247HCID 23130247, compound

Product 1

HCID 43380150HCID 43380150, compoundYield 93.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Step B A suspension of methyl 3-ethoxy-4-nitrobenzoate (1 g, 4.4 mmol) and Pd/C (Aldrich, 10%, 0.1 g) in ethyl acetate (25 mL) was vigorously shaken in a Parr under atmosphere of H2 (50 psi) for 0.5 h. The mixture was filtered through a short pad of celite. The filtrate was concentrated to give 4-amino-3-ethoxy-benzoic acid methyl ester as a light yellow oil (0.8 g, 92%).

Workup

  1. filtrationThe mixture was filtered through a short pad of celite
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-a228f9aa49cf4cadaab4748329c31de2
Source dataset
uspto-grants-2012_01
Patent number
US08088815B2

Reaction notes

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