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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1012486Erstellt: 25. Oktober 2026

Mesitylene → 5-mesityl-1H-pyrrole-3-carbaldehyde

https://huagongshe.com/reaction/1012486

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMesityleneHCID 7947—
EduktCesium carbonateHCID 10796—
EduktTris(1,1-dimethylethyl)phosphineHCID 83681—
Edukt2,4,6-Trimethylbenzeneboronic acidHCID 292184—
Edukt5-bromo-1H-pyrrole-3-carbaldehydeHCID 57831983—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelWaterHCID 962—
Produkt5-mesityl-1H-pyrrole-3-carbaldehydeHCID 86630987—

Reaktionsschritte

A mixture of 5-bromo-1H-pyrrole-3-carbaldehyde (0.87 g), 2,4,6-trimethylphenylboronic acid (3.28 g), cesium carbonate (13.0 g), tri-tert-butylphosphine (0.10 g), tris(dibenzylideneacetone)dipalladium (0) (0.23 g) and mesitylene (200 mL) was stirred with heating under reflux for 5 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=3:1) to give the title compound as a brown amorphous form (yield 0.30 g, 28%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07977488B2
Quelldatensatzuspto-grants-2011_07
ORD IDord-9f4f196355aa4aaa898ca2ea679e70bb
Quellennotizuspto-grants-2011_07