反応 #7432

反応方程式

2-Chloro-isoquinoline

phenylboronic acid

triphenylphosphine

potassium carbonate

→

1-phenylisoquinoline

収率 96.9%

溶媒

dimethoxyethane

反応条件

後処理

1. 1
   温度at reflux for 17 hrs
2. 2
   温度The mixture was then cooled
3. 3
   その他the aqueous layer was separated from the organic layer
4. 4
   抽出The aqueous extraction
5. 5
   抽出was then extracted with ethyl acetate
6. 6
   抽出The combined organic extractions
7. 7
   抽出were then extracted with brine
8. 8
   乾燥dried over magnesium sulfate
9. 9
   その他The solvent was then evaporated
10. 10
    その他to give a liquid which
11. 11
    workup.DISTILLATIONwas then purified by Kugelhor distillation at 220° C. @1200 microns

実験手順

2-Chloro-isoquinoline (28.8 g, 0.176 mol), phenylboronic acid (25.7 g 0.211 mol), triphenylphosphine (4.6 g 17.6 mmol), palladium acetate (0.99 g 4.4 mmol) and 2M solution of potassium carbonate (65.7 g 0.475 mol) were added to 270 ml of dimethoxyethane. This mixture was stirred at reflux for 17 hrs. The mixture was then cooled and the aqueous layer was separated from the organic layer. The aqueous extraction was then extracted with ethyl acetate. The combined organic extractions were then extracted with brine and dried over magnesium sulfate. The solvent was then evaporated to give a liquid which was then purified by Kugelhor distillation at 220° C. @1200 microns to yield 35 g (96.9%) of 1-phenylisoquinoline.

出典