تفاعل #1355837
ord-9f370215fbb14d9c989c0b8702e8aa45
معادلة التفاعل
2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
2-bromopyridine
K2CO3
dimethoxyethane
→
2-(2-hydroxyphenyl)pyridine
المردود 80.1%
الكواشف
المذيبات
ظروف التفاعل
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1درجة الحرارةThe mixture was heated
- 2درجة الحرارةto reflux for 24 hours under nitrogen
- 3استخلاصThe reaction mixture was extracted with ethyl acetate
- 4أخرىthe organic phase was separated on silica gel column with 15% ethyl acetate
- 5غسيلas elute solvent
الإجراء التجريبي
9.5 g (˜43 mmol) of 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol, 6.8 g (˜43 mmol) of 2-bromopyridine, 1.5 g (1.3 mmol) of Pd(PPh3)4, and 16 g (116 mmol) of K2CO3 were added to a 250 mL round bottle flask, along with a solvent mixture of 120 mL of dimethoxyethane and 150 mL of water. The mixture was heated to reflux for 24 hours under nitrogen. The reaction mixture was extracted with ethyl acetate and the organic phase was separated on silica gel column with 15% ethyl acetate as elute solvent. ˜5.9 g (yield ˜80%) of 2-(2-hydroxyphenyl)pyridine was obtained as a colorless liquid.