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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1382840Generated: October 31, 2026

Potassium Hydroxide → 1-(2-Hydroxyphenyl)-3-(1H-indol-4-yl)prop-2-en-1-one

https://huagongshe.com/reaction/1382840

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
ReactantBenzyltriethylammoniumHCID 17208—
Reactantalpha-HydroxyacetophenoneHCID 68490—
ReactantIndole-4-carboxaldehydeHCID 333703—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product1-(2-Hydroxyphenyl)-3-(1H-indol-4-yl)prop-2-en-1-oneHCID 53845935—

Reaction Conditions

Temperature30 °C

Reaction Steps

0.5 ml of 38% potassium hydroxide solution was added with stirring under an inert atmosphere at 30° C. to a mixture of 0.132 g of indole-4-carboxaldehyde, 0.1 ml of 2-hydroxy-acetophenone and 0.189 g of triethylbenzylammonium in 2 ml of ethanol and after stirring at 30° C. for 23 hours, the mixture was diluted with water and extracted with ethyl acetate. The organic phase was washed with water, dried and evaporated to dryness under reduced pressure. The residue was chromatographed over silica and eluted with methylene chloride to obtain 159 mg of 1-(2-hydroxyphenyl)-3-(1H-indol-4-yl)-2-propen-1-one melting 164° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04808609
Source datasetuspto-grants-1989_02
ORD IDord-e9adc636d8a742e89eadb4d6d6fa0517
Source noteuspto-grants-1989_02