Ethyl 2,3-dimethoxy-6-nitrobenzoate → Ethyl 2,3-dimethoxy-6-aminobenzoate

HRID 979972Notes

Reaction equation

HRID 979972 reaction equation
[CH3:1][O:2][C:3]1[C:13]([O:14][CH3:15])=[CH:12][CH:11]=[C:10]([N+:16]([O-])=O)[C:4]=1[C:5]([O:7][CH2:8][CH3:9])=[O:6].[H][H]>C(O)C.[Pd]>[NH2:16][C:10]1[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])=[C:3]([O:2][CH3:1])[C:13]([O:14][CH3:15])=[CH:12][CH:11]=1

Participants

5

Reactant 2

HCID 13749913Ethyl 2,3-dimethoxy-6-nitrobenzoateHCID 178418361HCID 178418361, compound

Product 1

HCID 13749914Ethyl 2,3-dimethoxy-6-aminobenzoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Ethyl 2,3-dimethoxy-6-nitrobenzoate (200 g, 0.979 mole) was dissolved in ethanol (2 L) containing 5% palladium on carbon and hydrogenated until the theoretical amount of hydrogen was absorbed. Filtration and removal of the solvent in vacuo provided the product as a yellow oil, 220.6 g (98.0%).

Workup

  1. customwas absorbed
  2. filtrationFiltration and removal of the solvent in vacuo

Sources & evidence

ORD record
ord-75ad21e1600f466aa715f7f6d9524b2b
Source dataset
uspto-grants-1987_01
Patent number
US04634769

Reaction notes

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