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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2094685Generated: November 1, 2026

Hydrochloric Acid → 3-Acetoxy-5-amino-4-methoxy-benzoic acid

https://huagongshe.com/reaction/2094685

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3-Acetoxy-4-methoxy-5-nitro-benzoic acidHCID 12924025—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
SolventMethanolHCID 887—
Product3-Acetoxy-5-amino-4-methoxy-benzoic acidHCID 12924026103.4%

Reaction Steps

3-Acetoxy-4-methoxy-5-nitro-benzoic acid (4.50 g, 17.6 mmol) (R. T. Borchardt et al., J. Med. Chem. 25 (1982), 312-323; F. Tiemann et al., Ber. dt. Chem. Ges. 9 (1876), 937) was dissolved in ethanol (180 ml) and 0.5 M hydrogen chloride in methanol (4 ml) and hydrogenated in an H-Cube™ hydrogenation reactor with 100 bar hydrogen at 40° C. over a 10% palladium on charcoal cartridge. The mixture was evaporated to dryness to give 4.1 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445530B2
Source datasetuspto-grants-2013_05
ORD IDord-64ce341c9dc3461394805aa3c0ac2ccc
Source noteuspto-grants-2013_05