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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840964Generated: October 30, 2026

Water → 4-[1-(2-ethoxyethyl)-1H-indol-3-yl]-piperidine-1-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1840964

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthane, 1-chloro-2-ethoxy-HCID 12341—
ReactantSodium hydrideHCID 24758—
ReactantEthyl 4-(1H-indol-3-yl)piperidine-1-carboxylateHCID 11380267—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-[1-(2-ethoxyethyl)-1H-indol-3-yl]-piperidine-1-carboxylic acid ethyl esterHCID 1147341590.5%

Reaction Conditions

Temperature22.5 °C

Reaction Steps

0.75 g of a60% suspension of sodium hydride in mineral oil were suspended in 20 mL of dry DMF and 4 g of 4-(1H-indol-3-yl)-piperidine-1-carboxylic acid ethyl ester were added to the mixture. 1.91 g of 2-chloroethyl ethyl ether were added dropwise at room temperature and the mixture was stirred for 16 hours at 20-25° C. Water was carefully added and ethyl acetate was used as solvent extractor. The organic layer was separated and washed with water. The solvent was removed under reduced pressure affording 4.58 g of a colorless oil. The product was then crystallised from methyl-t-butyl ether/hexane giving a off white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06683096B2
Source datasetuspto-grants-2004_01
ORD IDord-e128761c65b64770824120e6969773f3
Source noteuspto-grants-2004_01