تفاعل #516564

معادلة التفاعل

diethylmethoxyborane

water

n-butyl lithium

3-bromopyridine

→

diethyl(3-pyridyl)borane

المردود 76.8%

المذيبات

brine

butyl ether

ظروف التفاعل

المعالجة

1. 1
   workup.WAITAfter 16 h
2. 2
   أخرىseparated organic layer
3. 3
   تجفيفdried over sodium sulfate
4. 4
   تركيزconcentrated
5. 5
   workup.DISSOLUTIONThe resulting slurry was dissolved in isopropanol (500 ml)
6. 6
   درجة الحرارةcooled
7. 7
   أخرىthe product isolated by filtration

الإجراء التجريبي

Into a solution of n-butyl lithium (165 ml, 264 mmol) in butyl ether (250 ml) at −78 degrees under nitrogen was added 3-bromopyridine (25.4 ml, 264 mmol). After 1 h, added diethylmethoxyborane (52 ml, 396 mmol). The mixture was allowed to warm to room temperature. After 16 h, added water and brine, separated organic layer, dried over sodium sulfate, then concentrated. The resulting slurry was dissolved in isopropanol (500 ml), cooled and the product isolated by filtration give diethyl(3-pyridyl)borane (29.8 g).

المصدر