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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 493304Erstellt: 26. Oktober 2026

Ethylene carbonate → 2-(Isoquinolin-5-yloxy)ethanol

https://huagongshe.com/reaction/493304

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthylene carbonateHCID 7303—
EduktPotassium CarbonateHCID 11430—
EduktIsoquinolin-5-olHCID 30386—
LösungsmittelChloroformHCID 6212—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(Isoquinolin-5-yloxy)ethanolHCID 2203624167,5%

Reaktionsbedingungen

Temperatur155 °C

Reaktionsschritte

A mixture of 5-hydroxyisoquinoline (2.05 g, 14.1 mmol), ethylene carbonate (1.43 g, 16.2 mmol), K2CO3 (0.97 g, 7.1 mmol) in DMF (6 mL) was heated at 155° C. for 1.5 h under stirring in a sealed tube. After cooling, the mixture was diluted with CHCl3 and filtered through a pad of Celite. The brownish filtrate was concentrated in vacuo, and the residue was purified by chromatography on silica gel using EtOAc as eluent to give 1.8 g (67%) of the title product as a beige oil which solidified on standing: mp 64-67° C., HRMS m/z calcd for C11H11NO2 (M)+ 189.0790, found 189.0789. Anal. (C11H11NO2) C, H, N.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07534794B2
Quelldatensatzuspto-grants-2009_05
ORD IDord-e1e77ea3058a47a7bf3279e96775c75b
Quellennotizuspto-grants-2009_05