반응 #7432

반응 방정식

2-Chloro-isoquinoline

phenylboronic acid

triphenylphosphine

potassium carbonate

→

1-phenylisoquinoline

수율 96.9%

용매

dimethoxyethane

반응 조건

후처리

1. 1
   온도at reflux for 17 hrs
2. 2
   온도The mixture was then cooled
3. 3
   기타the aqueous layer was separated from the organic layer
4. 4
   추출The aqueous extraction
5. 5
   추출was then extracted with ethyl acetate
6. 6
   추출The combined organic extractions
7. 7
   추출were then extracted with brine
8. 8
   건조dried over magnesium sulfate
9. 9
   기타The solvent was then evaporated
10. 10
    기타to give a liquid which
11. 11
    workup.DISTILLATIONwas then purified by Kugelhor distillation at 220° C. @1200 microns

실험 절차

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.

출처