تفاعل #554595
ord-d586ef9163c8494087d4dc094c93c9cb
معادلة التفاعل
tert-butyl-(2-iodo-benzylidene)amine
Propane-2-yl-benzene
triphenylphosphine
sodium carbonate
DMF
→
3-(3,5-dimethylphenyl)-4-methylisoquinoline
المتفاعلات
الكواشف
ظروف التفاعل
درجة الحرارة
100°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1أخرىAfter completion of the reaction
- 2درجة الحرارةto cool to room temperature
- 3استخلاصThe reaction mixture was extracted with ether and saturated NH4Cl
- 4workup.DISTILLATIONThe extract was distilled under reduced pressure
- 5أخرىThe resulting residue was purified by silica gel column chromatography (hexane: EtOAc=5:1)
الإجراء التجريبي
Propane-2-yl-benzene (100 mmol), acetic acid palladium (2.7 mmol), triphenylphosphine (5 mmol), and sodium carbonate (50 mmol) were put in a dried two-neck round-bottom flask and dissolved in DMF (100 ml). Subsequently, tert-butyl-(2-iodo-benzylidene)amine (50 mmol) was added thereto. The resulting solution was stirred in a bath at 100° C. for 24 hours. After completion of the reaction, the temperature was allowed to cool to room temperature. The reaction mixture was extracted with ether and saturated NH4Cl. The extract was distilled under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane: EtOAc=5:1) to yield 3-(3,5-dimethylphenyl)-4-methylisoquinoline.