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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 505628Generated: November 3, 2026

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

https://huagongshe.com/reaction/505628

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 numberUS07781477B2
Source datasetuspto-grants-2010_08
ORD IDord-16b53bb58b4241b284e1e0a343d39323
Source noteuspto-grants-2010_08