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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1924413Generated: October 29, 2026

Water → Methyl 2-amino-4-fluorobenzoate

https://huagongshe.com/reaction/1924413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant4-Fluoroanthranilic acidHCID 2724967—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
ProductMethyl 2-amino-4-fluorobenzoateHCID 1407543395.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

2-Amino-4-fluorobenzoic acid (10.0 g, 64.5 mmol) was dissolved in methanol (50 mL) and toluene (150 mL). (Trimethylsilyl)diazomethane (2M in diethyl ether, 48.3 mL, 96.7 mmol) was added over 10 minutes at RT. Stirring was continued for 2 h at RT. Water (300 mL) was added to the mixture and the volatiles were removed in vacuo. The remaining aqueous phase was cooled to 0° C. for 30 minutes and the formed precipitate was collected by filtration, washed with water and dried to give pure title compound (10.4 g, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178544B2
Source datasetuspto-grants-2012_05
ORD IDord-80c573e0d42946fba48078105dd6de80
Source noteuspto-grants-2012_05