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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2265138Generated: October 26, 2026

Ethyl cyclohexanoate → HCID 23157133, compound

https://huagongshe.com/reaction/2265138

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl cyclohexanoateHCID 18686—
ReactantPropargylamineHCID 239041—
CatalystSodium tetrachloroaurate dihydrateHCID 18949434—
SolventEthanolHCID 702—
ProductHCID 23157133HCID 23157133—

Reaction Steps

At 60° C., ethanol (250 mL) solution of 500 g of ethyl 4-cyclohexanecarboxylate is added to ethanol (2.5 L) solution of 376 mL of propargylamine and 29.2 g of sodium tetrachloroaurate(III) dihydrate, and stirred overnight with reflux. The insoluble solid substance was removed through filtration through Celite, and the solvent was evaporated off under reduced pressure. The residue was separated and purified through silica gel column chromatography (hexane/ethyl acetate=1/1) to obtain 555 g of ethyl 5,6,7,8-tetrahydroquinoline-6-carboxylate as a brown oily substance. The compound contained impurities.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07855294B2
Source datasetuspto-grants-2010_12
ORD IDord-a40a67b9dcb0485d9e742f887b3cc8c8
Source noteuspto-grants-2010_12