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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 225799Generated: October 26, 2026

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

https://huagongshe.com/reaction/225799

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 for 24 hours at 60° C. The reaction mixture is then cooled and poured into a mixture of ice-water and ethyl acetate. After allowing the phases to separate by settling, the organic phase is separated out and then washed with twice 50 ml of water and then with 50 ml of saturated sodium chloride solution. The solution is dried over magnesium sulfate and filtered, and the filtrate is then concentrated under reduced pressure. 0.195 g of an oil is obtained, which is used without further purification in the following step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07557134B2
Source datasetuspto-grants-2009_07
ORD IDord-b5a5b5a793e942608c06b005969d1d15
Source noteuspto-grants-2009_07