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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 730191Generated: October 29, 2026

Ethyl Acetate → Ethyl 5-fluoro-1-(3-fluorobenzyl)-1H-indole-2-carboxylate

https://huagongshe.com/reaction/730191

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant3-Fluorobenzyl chlorideHCID 9974—
ReactantPotassium CarbonateHCID 11430—
Reactantethyl 5-fluoro-1H-indole-2-carboxylateHCID 2727899—
SolventDimethylformamideHCID 6228—
ProductEthyl 5-fluoro-1-(3-fluorobenzyl)-1H-indole-2-carboxylateHCID 5743151461.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

A suspension of 0.207 g (1 mmol) of ethyl 5-fluoro-1H-indole-2-carboxylate, 0.173 g (1.2 mmol) of 3-fluorobenzyl chloride and 0.276 g (2 mmol) of potassium carbonate in 10 ml of dimethylformamide is stirred at 60° C. for 24 hours. The reaction mixture is subsequently cooled and is poured into a mixture of ice-cold water and of ethyl acetate. After settling, the organic phase is separated and then it is washed with two times 50 ml of water and then with 50 ml of a saturated sodium chloride solution. The solution is dried over magnesium sulfate and is filtered, and then the filtrate is concentrated under reduced pressure. 0.195 g of an oil is obtained, which oil is used as is in the following stage.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582671B2
Source datasetuspto-grants-2009_09
ORD IDord-51c6bdbb82224b7dacadff10cfb9cc3d
Source noteuspto-grants-2009_09