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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 423331Generated: October 28, 2026

Diethyl Ether → Ethyl 3-(5-cyano-1H-indol-1-yl)propanoate

https://huagongshe.com/reaction/423331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantCesium carbonateHCID 10796—
ReactantIndole-5-carbonitrileHCID 27513—
ReactantEthyl 3-bromopropionateHCID 68320—
SolventDimethylformamideHCID 6228—
ProductEthyl 3-(5-cyano-1H-indol-1-yl)propanoateHCID 5931841599.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 1H-indole-5-carbonitrile (1.42 g, 10 mmol), ethyl 3-bromopropanoate (1.92 ml, 15 mmol) and cesium carbonate (6.5 g, 20 mmol) in DMF (50 ml) was heated at 80° C. for 4 hours. Cooled the solution, added diethyl ether (300 ml) and washed with water (3×300 ml). Dried over MgSO4 and evaporated off the solvent to yield 2.4 g of pale orange oil. This crude product was used in the next stage (preparation of D52).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101775B2
Source datasetuspto-grants-2012_01
ORD IDord-a06fb276966b4ab7928901557f6be0ca
Source noteuspto-grants-2012_01