Methyl 4-(2,2-dimethoxyethyl)-3-nitrobenzoate → Methyl 3-amino-4-(2,2-dimethoxyethyl)benzoate

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Reaction Steps

4-Carbomethoxy-2-nitrophenylacetaldehyde dimethylacetal (8.75 g, 41.43 mmole) was reduced under hydrogen (50 psi, 0.45 g of 10% Pd/carbon) in 170 mL of methanol for 2.5 h. The solution was filtered through celite and evaporated to an oil. Crystallization from ether and hexanes gave 6.16 g of 2-amino4-carbomethoxy-phenylacetaldehyde dimethylacetal.

Provenance & Evidence