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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042961Generated: October 31, 2026

Ethanolamine → 2-(2-Ethyl-5-phenyl-1H-pyrrol-1-yl)ethanol

https://huagongshe.com/reaction/1042961

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
ReactantPivalic acidHCID 6417—
Reactant1-Phenyl-1,4-hexanedioneHCID 11063216—
ReactantHCID 22168748HCID 22168748—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product2-(2-Ethyl-5-phenyl-1H-pyrrol-1-yl)ethanolHCID 22168753—

Reaction Conditions

Temperature115 °C

Reaction Steps

A mixture of 1-phenyl-hexane-1,4-dione (5 g), ethanol amine (1.6 g) and pivalic acid (2.15 g) in a solvent mixture containing n-heptane:tetrahydrofuran:toluene (4:1:1, 50 mL) was refluxed with stirring at 110-120° C. Water formed during the reaction was removed azeotropically during 3 to 4 hrs. The reaction mixture was cooled and the solvent was removed. The residue obtained was dissolved in dichloromethane (50 mL), washed with saturated sodium bicarbonate solution (50 mL), water (50 mL), and then with brine (50 mL), dried (Na2SO4) and the solvent was evaporated. The crude compound obtained as an oily mass. The crude substance was used in the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08558009B2
Source datasetuspto-grants-2013_10
ORD IDord-2d046ca635f2436a947537e415127974
Source noteuspto-grants-2013_10