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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 462552Generated: October 30, 2026

N-ethyl-2,6-dimethoxy-4-(methoxy-carbonyl)carbanilic acid benzyl ester → 4-(Ethylamino)-3,5-dimethoxy-benzoic acid methyl ester

https://huagongshe.com/reaction/462552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-ethyl-2,6-dimethoxy-4-(methoxy-carbonyl)carbanilic acid benzyl esterHCID 53836153—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product4-(Ethylamino)-3,5-dimethoxy-benzoic acid methyl esterHCID 54556936—

Reaction Steps

A suspension of 77.5 g. of N-ethyl-2,6-dimethoxy-4-(methoxy-carbonyl)-carbanilic acid benzyl ester in 1 liter of methanol was hydrogenated in the presence of 2 g. of palladium on carbon (5%) until hydrogen uptake ceased. The suspension was heated to boiling and filtered. The filtrate was evaporated under vacuum. After recrystallization of the residue from cyclohexane, there was obtained 4-(ethylamino)-3,5-dimethoxy-benzoic acid methyl ester having a melting point of 50°-51° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04515948
Source datasetuspto-grants-1985_05
ORD IDord-3eab50143870426d882ab2640aca5634
Source noteuspto-grants-1985_05