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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1906192Generated: October 30, 2026

Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate) → 4-[2-[2-[(2-chloro)-ethoxy]-phenyl]-ethenyl]-1H-indole

https://huagongshe.com/reaction/1906192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanol, 2-chloro-, 1-(4-methylbenzenesulfonate)HCID 6639—
Reactant2-[(1H-indol-4-yl)-ethenyl]-phenolHCID 54141386—
SolventWaterHCID 962—
SolventSodium HydroxideHCID 14798—
Product4-[2-[2-[(2-chloro)-ethoxy]-phenyl]-ethenyl]-1H-indoleHCID 5423569839.5%

Reaction Steps

4 g of 2-[(1H-indol-4-yl)-ethenyl]-phenol obtained in Step A of Example 1 in 100 ml of 2N sodium hydroxide after having added 6 g of 2-chloroethanol tosylate were heated for 6 hours at reflux and the mixture was left for 16 hours at ambient temperature, then diluted with water and extracted with ethyl acetate. After eliminating the solvent under reduced pressure and chromatography on silica (eluent: benzene), 2 g of 4-[2-[2-[(2-chloro)-ethoxy]-phenyl]-ethenyl]-1H-indole (trans E) were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04650811
Source datasetuspto-grants-1987_03
ORD IDord-f69f9a797ebb4410b183cea7efe2b7f4
Source noteuspto-grants-1987_03