Sodium Sulfate → Methyl 4-amino-o-anisate

HRID 76650

Reaction equation

HRID 76650 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]([N+:13]([O-])=O)[CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6].[O-]S([O-])(=O)=O.[Na+].[Na+]>CO.[Pd]>[NH2:13][C:11]1[CH:10]=[CH:9][C:4]([C:5]([O:7][CH3:8])=[O:6])=[C:3]([O:2][CH3:1])[CH:12]=1

Participants

5

Reactant 2

HCID 24436Sodium SulfateHCID 10798535Methyl 2-methoxy-4-nitrobenzoate

Product 1

HCID 168705Methyl 4-amino-o-anisateYield 100.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The hydrogenation of methyl 2-methoxy-4-nitrobenzoate (700 mg, 3.3 mmol) in methanol (10 mL) catalyzed by 5% Pd—C (100 mg) and Na2SO4 (100 mg) at 50 psi for 1 h gave methyl 4-amino-2-methoxybenzoate (600 mg, quant.) as a white solid.

Sources & evidence

ORD record
ord-291ccf0f56bf4b08a8b320f9ee99d538
Source dataset
uspto-grants-2014_09
Patent number
US08835430B2

Linked notes

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