反応 #94665

反応方程式

acetone

phosphonium

lithium ethoxide

product

2-[3,5-di(bromomethyl)phenyl]oxazolo[4,5-b]pyridine

triphenylphosphine

→

2-[3,5-di(2-methylallyl)phenyl]oxazolo[4,5-b]pyridine

溶媒

Water

ethanol

dimethylformamide

反応条件

後処理

1. 1
   温度refluxed under nitrogen for 3 hours
2. 2
   温度The mixture is cooled
3. 3
   その他the phosphonium salt is collected on a filter
4. 4
   温度the mixture is cooled in an ice-bath
5. 5
   その他The precipitate is collected
6. 6
   その他purified by chromatography on silica gel using 2% methanol in chloroform as the eluant

実験手順

A mixture of 5 mmoles of the product from Step A and 11.0 mmoles of triphenylphosphine in 15 ml. of dimethylformamide is stirred and refluxed under nitrogen for 3 hours. The mixture is cooled and the phosphonium salt is collected on a filter. A mixture of 4 mmoles of the phosphonium salt, 100 ml. of ethanol, 1 ml. of acetone and 40 ml. of 0.3 N ethanolic lithium ethoxide is stirred at room temperature under nitrogen for 2 hours. Water (100 ml.) is added and the mixture is cooled in an ice-bath. The precipitate is collected and purified by chromatography on silica gel using 2% methanol in chloroform as the eluant to give 2-[3,5-di(2-methylallyl)phenyl]oxazolo[4,5-b]pyridine.

出典