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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840965Generated: October 27, 2026

Potassium Hydroxide → 1-(2-ethoxyethyl)-3-piperidin-4-yl-1H-indole

https://huagongshe.com/reaction/1840965

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
Reactant4-[1-(2-ethoxyethyl)-1H-indol-3-yl]-piperidine-1-carboxylic acid ethyl esterHCID 11473415—
SolventIsopropanolHCID 3776—
Product1-(2-ethoxyethyl)-3-piperidin-4-yl-1H-indoleHCID 9903600—

Reaction Conditions

Temperature97.5 °C

Reaction Steps

4 g of 4-[1-(2-ethoxy-ethyl)-1H-indol-3-yl]-piperidine-1-carboxylic acid ethyl ester and 3.81 g of potassium hydroxide 85% were added to 14 g of 2-propanol and the mixture was heated at 95-100° C. for 16 hours. The solvent was distilled off and water was added. The mixture was extracted with toluene and the organic layer was separated, washed with water and concentrated. The residue was disolved in a mixture of 10 mL of ethyl alcohol 96% and 6 mL of 2-propanol and 1.4 g of fumaric acid were added. The mixture was refluxed for 30 minutes. After cooling at 0-5° C. for 30 minutes the formed solid was isolated by suction filtration. 4.05 g of a white solid were recovered as a salt of the product with fumaric acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06683096B2
Source datasetuspto-grants-2004_01
ORD IDord-25babfb9b04545b096e8eaa557594dfd
Source noteuspto-grants-2004_01