反应 #44686

反应方程式

6,7-dihydro-1-benzofuran-4(5H)-one

ethanol

→

1-Benzofuran-4-ol

溶剂

decalin

dodecene

反应条件

后处理

1. 1
   过滤the mixture is filtered off through CELITE (diatomaceous earth)
2. 2
   洗涤The CELITE (diatomaceous earth) is washed twice with ethanol
3. 3
   浓缩the filtrate is concentrated
4. 4
   workup.ADDITIONThe residue, which still contains decalin and dodecene, is mixed with petroleum ether
5. 5
   温度cooled in an ice bath
6. 6
   其他The solvent is decanted off
7. 7
   其他the oil is purified by preparative HPLC

实验过程

3.76 g (27.6 mmol) of 6,7-dihydro-1-benzofuran-4(5H)-one (prepared according to Tetrahedron Lett. 1994, 35, 6231) and 10% of palladium on activated carbon in 34 ml of decalin and 6 ml of dodecene are heated in a metal bath at 200° C. overnight. The mixture is cooled to 80° C., ethanol is added and the mixture is filtered off through CELITE (diatomaceous earth). The CELITE (diatomaceous earth) is washed twice with ethanol and the filtrate is concentrated. The residue, which still contains decalin and dodecene, is mixed with petroleum ether and cooled in an ice bath. An oily precipitate forms. The solvent is decanted off and the oil is purified by preparative HPLC.

来源