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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2365563Generated: October 30, 2026

Sodium hydride → HCID 67087062, compound

https://huagongshe.com/reaction/2365563

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantBenzene, (2-bromoethoxy)-HCID 68526—
Reactantmethyl 1H-indole-4-carboxylateHCID 2733668—
SolventDimethylformamideHCID 6228—
ProductHCID 67087062HCID 67087062—

Reaction Steps

NaH (60% dispersion in mineral oil, 68.5 mg, 1.71 mmol) is added to solution of methyl indole-4-carboxylate (200 mg, 1.142 mmol) in DMF (5 ml) and the resulting suspension is stirred at room temperature for 20 minutes. After this time (2-bromoethoxy)benzene (298 mg, 1.484 mmol) is added and the reaction is stirred at room temperature for 18 hours. Dilution with EtOAc (50 ml) and washing with water (25 ml×2), saturated NaHCO3 (25 ml) and brine (25 ml), drying over MgSO4, concentration in vacuo and purification by chromatography (SiO2, EtOAc/iso-hexane) affords 1-(2-Phenoxy-ethyl)-1H-indole-4-carboxylic acid methyl ester; [M+H]+ 296

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697687B2
Source datasetuspto-grants-2014_04
ORD IDord-67bca9c2658348a78e58d38eaf6e398f
Source noteuspto-grants-2014_04