Reaktion #66723

Reaktionsgleichung

ethyl acetate

7-Chloro-6-fluoro-2H-isoquinolin-1-one

benzyl bromide

benzyl bromide

→

title compound 1

1-Benzyloxy-7-chloro-6-fluoro-isoquinoline

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred at 70° C. for 2 h
2. 2
   TemperaturAfter cooling down to room temperature
3. 3
   Filtrationfiltered over celite
4. 4
   WaschenThe filter cake was washed thoroughly
5. 5
   Sonstigethe organic layer was evaporated

Vorschrift

7-Chloro-6-fluoro-2H-isoquinolin-1-one (prepared according to WO 2007/012422; 52.2 g) was dissolved in THF (1 L). After addition of silver carbonate (145.5 g) and benzyl bromide (40.6 mL), the mixture was stirred at room temperature overnight. Another 6.2 mL of benzyl bromide were added and the mixture was stirred at 70° C. for 2 h. After cooling down to room temperature, the reaction mixture was diluted by addition of 1 L of ethyl acetate and filtered over celite. The filter cake was washed thoroughly, the organic layer was evaporated and subjected to silica gel chromatography (n-heptanes: methyl tert. butyl ether) to give 27.8 g of the title compound 1. Rt=3.73 min (Method 1). Detected mass: 288.1 (M+H+).

Quelle