Methyl 3-(cyclopropylmethoxy)-4-methoxy-2-nitrobenzoate → Methyl 2-amino-3-(cyclopropylmethoxy)-4-methoxybenzoate
Reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[C:7]([N+:18]([O-])=O)=[C:8]([CH:13]=[CH:14][C:15]=2[O:16][CH3:17])[C:9]([O:11][CH3:12])=[O:10])[CH2:3][CH2:2]1>[Pd].CO>[NH2:18][C:7]1[C:6]([O:5][CH2:4][CH:1]2[CH2:3][CH2:2]2)=[C:15]([O:16][CH3:17])[CH:14]=[CH:13][C:8]=1[C:9]([O:11][CH3:12])=[O:10]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of methyl 3-(cyclopropylmethoxy)-4-methoxy-2-nitrobenzoate (128 g, 0.46 mol), 10% Pd/C (110 g, 103 mmol Pd), and methanol (1 L) was stirred overnight at room temperature under an atmosphere of H2. The resulting mixture was filtered and concentrated to give 110 g of methyl 2-amino-3-(cyclopropylmethoxy)-4-methoxybenzoate as a white solid. MS (ESI): 252.1.