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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 239922Generated: October 25, 2026

Hydrochloric Acid → Benzoic acid, 4-amino-3,5-dimethyl-, methyl ester

https://huagongshe.com/reaction/239922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl 3,5-dimethyl-4-nitrobenzoateHCID 22998442—
CatalystIronHCID 23925—
SolventMethanolHCID 887—
ProductBenzoic acid, 4-amino-3,5-dimethyl-, methyl esterHCID 1103039899%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of methyl 3,5-dimethyl-4-nitrobenzoate (10.0 g, 0.0478 mol) in methanol (100 mL), iron powder (15.7 g, 0.2869 mol) and 37% HCl (1.72 g, 0.0478 mol) is added at 0° C. The reaction is heated at 80° C. for 16 hours. The mixture is cooled to room temperature and filtered through Celite™ bed and washed with methanol followed by evaporation of filtrate to dryness to afford the title compound as a brown solid (7.8 g, 99%). Mass spectrum (m/z): 180.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642768B2
Source datasetuspto-grants-2014_02
ORD IDord-bdf5542c7db34ce893fb48daf8b10c3c
Source noteuspto-grants-2014_02