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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1866171Generated: November 3, 2026

Methanol → Methyl 4-hydroxy-1-naphthoate

https://huagongshe.com/reaction/1866171

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSulfuric AcidHCID 1118—
Reactant1-Hydroxy-4-naphthoic acidHCID 344291—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductMethyl 4-hydroxy-1-naphthoateHCID 22171384—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 4-hydroxy-1-naphthoic acid (2.18 g) in methanol (15 ml) was added sulfuric acid (1.0 ml), and the mixture was stirred at 70° C. for 3 hours. The solution was diluted with water and ethyl acetate. The organic layer was separated and washed with brine. The extract was dried over magnesium sulfate, filtrated and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel with ethyl acetate and hexane to give methyl 4-hydroxy-1-naphthoate (1.64 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07629366B2
Source datasetuspto-grants-2009_12
ORD IDord-e9d9eba30b924163b5eef758843aa790
Source noteuspto-grants-2009_12