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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83590Generated: October 30, 2026

Water → Ethyl 1-(4-fluorobenzyl)-1H-indole-2-carboxylate

https://huagongshe.com/reaction/83590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Fluorobenzyl chlorideHCID 9602—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl indole-2-carboxylateHCID 73125—
SolventDimethylformamideHCID 6228—
ProductEthyl 1-(4-fluorobenzyl)-1H-indole-2-carboxylateHCID 6987371170.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

Ethyl 1H-indole-2-carboxylate (500 mg, 2.64 mmol) was dissolved in anhydrous DMF (8 ml), followed by 1-(chloromethyl)-4-fluorobenzene (0.380 ml, 3.17 mmol) and the addition of solid potassium carbonate (730 mg, 5.29 mmol). This was stirred at 60° C. for 20 h, at which time the reaction was allowed to cool to room temperature. Precipitate formed upon the addition of water (40 mL), was isolated over a filter, and dried under high vacuum overnight to give 550 mg of the title compound as a white solid which was recrystallized from diethyl ether. Rf=0.55 (33% EtOAc/Hex.)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846684B2
Source datasetuspto-grants-2014_09
ORD IDord-823d6a94b97e476ea59b996afb12f604
Source noteuspto-grants-2014_09