반응 #346757

반응 방정식

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

용매

Water

ethanol

dimethylformamide

반응 조건

후처리

1. 1
   온도refluxed under nitrogen for 3 hours
2. 2
   온도The mixture is cooled
3. 3
   기타the phosphonium salt is collected on a filter
4. 4
   온도the mixture is cooled in an ice-bath
5. 5
   기타The precipitate is collected
6. 6
   기타purified by chromatography on silica gel using 2% methanol in chloroform as the eluant

실험 절차

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.

출처