تفاعل #7432

معادلة التفاعل

2-Chloro-isoquinoline

phenylboronic acid

triphenylphosphine

potassium carbonate

→

1-phenylisoquinoline

المردود 96.9%

المذيبات

dimethoxyethane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةat reflux for 17 hrs
2. 2
   درجة الحرارةThe mixture was then cooled
3. 3
   أخرىthe aqueous layer was separated from the organic layer
4. 4
   استخلاصThe aqueous extraction
5. 5
   استخلاصwas then extracted with ethyl acetate
6. 6
   استخلاصThe combined organic extractions
7. 7
   استخلاصwere then extracted with brine
8. 8
   تجفيفdried over magnesium sulfate
9. 9
   أخرىThe solvent was then evaporated
10. 10
    أخرىto give a liquid which
11. 11
    workup.DISTILLATIONwas then purified by Kugelhor distillation at 220° C. @1200 microns

الإجراء التجريبي

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.

المصدر