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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1741707Erstellt: 26. Oktober 2026

Triethylamine → 3-[2-Benzyl-1-oxo-1,2-dihydroisoquinolin-6-yl]-acrolein

https://huagongshe.com/reaction/1741707

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktAcrolein dimethyl acetalHCID 80145—
EduktTri-o-tolylphosphineHCID 80271—
Edukt2-Benzyl-6-bromo-isoquinolin-1-oneHCID 18963984—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt3-[2-Benzyl-1-oxo-1,2-dihydroisoquinolin-6-yl]-acroleinHCID 53919284—

Reaktionsschritte

A mixture of 2-benzyl-6-bromo-1,2-dihydro-1-oxoisoquinoline (1 g, 3.2 mmol), acrolein dimethyl acetal (2.6 mL, 22.4 mmol), Pd(OAc)2 (15 mg, 0.064 mmol), P(o-tolyl)3 (78 mg, 0.26 mmol) and Et3N (0.5 mL, 3.84 mmol) in DMF (2 mL) is heated in a sealed tube apparatus at 120° for 48 hours. After cooling to room temperature, the reaction mixture is diluted with EtOAc, filtered, washed with saturated NaCl solution, dried over MgSO4 concentrated in vacuo, and the residue is chromatographed (silica gel 1:4 EtOAc/hexane) to yield 3-[2-benzyl-1-oxo-1,2-dihydroisoquinolin-6-yl]-acrolein.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05334600
Quelldatensatzuspto-grants-1994_08
ORD IDord-1b40f671cefb4b60846d5f217aea54db
Quellennotizuspto-grants-1994_08