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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 842178Erstellt: 25. Oktober 2026

p-Toluenesulfonic acid → 2-Methyl-5-phenyl-1-m-tolyl-1H-pyrrole-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/842178

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Toluenesulfonic acidHCID 6101—
Eduktm-ToluidineHCID 7934—
EduktEthyl 2-acetyl-4-oxo-4-phenylbutanoateHCID 312893—
LösungsmittelEthanolHCID 702—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-Methyl-5-phenyl-1-m-tolyl-1H-pyrrole-3-carboxylic acid ethyl esterHCID 9901591—

Reaktionsschritte

m-Toluidine (5 mmol, 0.5 g), 3-oxo-2-(2-oxo-2-phenyl-ethyl)-butyric acid ethyl ester (5 mmol, 1.2 g), and tosic acid (0.1 g) were combined in ethanol, then heated under reflux. The resulting oil was resuspended in methylene chloride, then washed with water, 5% sodium bicarbonate, and brine. The organic layer was dried over NaSO4, then the solids were separated and the solvents evaporated under vacuum. The crude product was recrystallized from ethanol to yield the named product (m.p. 103° C.-104.5° C.).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06372777B1
Quelldatensatzuspto-grants-2002_04
ORD IDord-33f266ed6f2c44efa3c7a91d65e191bd
Quellennotizuspto-grants-2002_04