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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 571190Generated: October 31, 2026

Water → HCID 43152078, compound

https://huagongshe.com/reaction/571190

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant5-MethoxyindoleHCID 13872—
ReactantSodium hydrideHCID 24758—
ReactantMethyl bromoacetateHCID 60984—
SolventDimethylformamideHCID 6228—
ProductHCID 43152078HCID 43152078—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 5-methoxy-1H-indole (500 mg, 3.40 mmol) in dry DMF (8 ml), cooled at 0° C., sodium hydride (60% w/w dispersion in mineral oil, 136 mg, 3.40 mmol) was slowly added portionwise and the reaction was stirred at 0° C. for 45 minutes; then methyl 2-bromoacetate (315 μl, 3.40 mmol) was added dropwise, and the reaction was stirred at room temperature for 15 hours. Water was slowly added, and the product was extracted with Et2O and then with ethyl acetate. The combined organic layers were washed with water, dried over Na2SO4 and evaporated to dryness. The title compound was obtained and used for the next step without further purification (745 mg, 3.40 mmol, quantitative yield). MS/ESI+ 220.1 [MH]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09024027B2
Source datasetuspto-grants-2015_05
ORD IDord-25b2922d4fa8455e9b1dffbdbf33088f
Source noteuspto-grants-2015_05