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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 66883Generated: October 29, 2026

Allyl bromide → 2-{3-[2-(4-Chloro-phenyl)-ethyl]-2-methyl-1-allyl-1H-indole-5-yloxy}-2-methyl-propanoic acid ethylester

https://huagongshe.com/reaction/66883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl bromideHCID 7841—
ReactantSodium hydrideHCID 24758—
ReactantSodiumHCID 5360545—
Reactant2-{3-[2-(4-Chloro-phenyl)-ethyl]-2-methyl-1H-indole-5-yloxy}-2-methyl-propanoic acid ethylesterHCID 53973041—
SolventDimethylformamideHCID 6228—
Product2-{3-[2-(4-Chloro-phenyl)-ethyl]-2-methyl-1-allyl-1H-indole-5-yloxy}-2-methyl-propanoic acid ethylesterHCID 53695190—

Reaction Steps

Two grams (5 m mole) of 2-{3-[2-(4-chloro-phenyl)-ethyl]-2-methyl-1H-indole-5-yloxy}-2-methyl-propanoic acid ethylester in 20 ml of absolute dimethylformamide were converted to the sodium salt in the present of 0.24 g (~5 m mole) of 55% sodium hydride immersion in oil, and the mixture was alkylated with 1.2 g (10 m mole) of allylbromide at room temperature. After the solvent was distilled off in vacuo, the evaporation residue was dissolved in toluene, filtered, and purified over a silicagel column (solvent: toluene).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04343811
Source datasetuspto-grants-1982_08
ORD IDord-4656a5e689594347ab3bffe983543fa6
Source noteuspto-grants-1982_08