Methyl 4-nitro-1-naphthoate → Methyl 4-aminonaphthalene-1-carboxylate

HRID 1612068Notes

Reaction equation

HRID 1612068 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([N+:15]([O-])=O)=[CH:7][CH:6]=1)=[O:4]>CO.[Pd]>[CH3:1][O:2][C:3]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([NH2:15])=[CH:7][CH:6]=1)=[O:4]

Participants

4

Reactant 1

HCID 825925Methyl 4-nitro-1-naphthoate

Product 1

HCID 10821944Methyl 4-aminonaphthalene-1-carboxylateYield 99.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Compound 13B (92 mg, 0.398 mmol) and 10% Pd/C (10 mg) in MeOH (5 mL) was hydrogenated under a hydrogen balloon for 30 minutes. The mixture was filtered and the filtrate concentrated under reduced pressure to give the title compound (80 mg).

Workup

  1. customfor 30 minutes
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-9eb753782d6e4021b4470525957aef22
Source dataset
uspto-grants-2006_01
Patent number
US06992102B2

Reaction notes

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