Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233736Generated: October 26, 2026

Ethyl bromoacetate → 3-(4-Chlorophenoxy)-5-fluoro-2-methyl-1H-indole-1-acetic acid, ethyl ester

https://huagongshe.com/reaction/2233736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantSodium hydrideHCID 24758—
Reactant3-(4-chlorophenoxy)-5-fluoro-2-methyl-1H-indoleHCID 11701803—
SolventDimethylformamideHCID 6228—
Product3-(4-Chlorophenoxy)-5-fluoro-2-methyl-1H-indole-1-acetic acid, ethyl esterHCID 11639112—

Reaction Steps

Sodium hydride (60% disp. in oil) (0.12 g) was added portionwise to a stirred solution of the product from step (i) (0.75 g) in DMF (10 ml) at RT. After 10 min, ethylbromoacetate (345 ul) was added, the mixture stirred at RT for 3 h then quenched with water and extracted with diethylether. The organics were washed with water, dried and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with 15% ethylacetate/iso-hexane. Yield 0.38 g

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709521B2
Source datasetuspto-grants-2010_05
ORD IDord-98599851cedc4c0681ce216a1ddf37e1
Source noteuspto-grants-2010_05