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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 630397Generated: October 30, 2026

Methanol → Benzoic acid, 5-chloro-4-hydroxy-2-methoxy-, methyl ester

https://huagongshe.com/reaction/630397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant5-Chloro-4-hydroxy-2-methoxybenzoic acidHCID 15096749—
SolventAcetyl chlorideHCID 6367—
ProductBenzoic acid, 5-chloro-4-hydroxy-2-methoxy-, methyl esterHCID 2153613675%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 5-chloro-4-hydroxy-2-methoxybenzoic acid (intermediate 52; 4.17 g; 13.69 mmol) in 123 ml of anhydrous methanol, 2.2 ml of acetyl chloride were added. The solution was stirred at 60° C. under nitrogen atmosphere for 18 hrs. The solution was evaporated under reduced pressure and the residue purified by preparative reversed-phase HPLC (Cl2CH2/EtOAc from 100/0 to 80/20), affording 2.2 g (75%) of a red solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315463B2
Source datasetuspto-grants-2016_04
ORD IDord-98eb09ede37c4cbd8b72991854687cba
Source noteuspto-grants-2016_04