تفاعل #596452

معادلة التفاعل

1-bromo-4-fluorobenzene

K2CO3

water

Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate

→

colorless oil

المردود 45.0%

tert-butyl 4-(4-fluorophenyl)-5,6-dihydropyridine-1(2H)-carboxylate

المردود 45.0%

المذيبات

toluene EtOH

ظروف التفاعل

المعالجة

1. 1
   استخلاصfollowed by extraction with MC (10 ml×3)
2. 2
   تجفيفThe organic layer was dried over anhydrous magnesium sulfate
3. 3
   ترشيحfollowed by filtration and concentration
4. 4
   أخرىthe residue thus obtained

الإجراء التجريبي

Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (120 mg, 0.388 mmol) was dissolved in toluene/EtOH (3 ml/0.15 ml), and then 1-bromo-4-fluorobenzene (0.05 ml, 0.466 mmol), Pd(PPh3)4 (22 mg, 0.02 mmol), and K2CO3 (107 mg, 0.776 mmol) were sequentially added thereto. The resulting mixture was stirred at 100° C. under nitrogen stream for 2 hours. Distilled water (3 ml) was added to the resulting reaction liquid, followed by extraction with MC (10 ml×3). The organic layer was dried over anhydrous magnesium sulfate, followed by filtration and concentration, and then the residue thus obtained was subjected to MPLC (6% EtOAc/Hexanes), to obtain 48 mg of colorless oil (45%).

المصدر