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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1032776Erstellt: 25. Oktober 2026

Acetic Acid → 2-(Prop-2-yn-1-yl)isoquinolin-1(2H)-one

https://huagongshe.com/reaction/1032776

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktPropargyl bromideHCID 7842—
Edukt1(2H)-IsoquinolinoneHCID 10284—
EduktPotassium tertbutoxideHCID 50987170—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(Prop-2-yn-1-yl)isoquinolin-1(2H)-oneHCID 14851953—

Reaktionsschritte

A solution of 1 g (7 mmol) of isocarbostyril in 40 ml of dimethylformamide was treated with 0.86 g (7.7 mmol) of potassium-tert.-butoxide. After stirring under nitrogen for 30 minutes, 0.7 ml of propargyl bromide was added and stirring at room temperature was continued for 1 hour. The reaction mixture was acidified with acetic acid and diluted with water. The precipitated product was filtered off, washed with water and sucked dry. The residue was purified by chromatography over 30 g of silica gel using 5% (v/v) of ethanol in methylene chloride and crystallization from ether to give colorless crystals of 2-(2-propynyl)-1(2H)-isoquinolinone with m.p. 104°-105°. contains about. 0.125 molar amounts of H2O.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04959361
Quelldatensatzuspto-grants-1990_09
ORD IDord-47355f03d7214ad3a0662f1cc36ceef2
Quellennotizuspto-grants-1990_09