反応 #44686

反応方程式

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

ethanol

→

1-Benzofuran-4-ol

溶媒

decalin

dodecene

反応条件

後処理

1. 1
   ろ過the mixture is filtered off through CELITE (diatomaceous earth)
2. 2
   洗浄The CELITE (diatomaceous earth) is washed twice with ethanol
3. 3
   濃縮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
   その他The solvent is decanted off
7. 7
   その他the oil is purified by preparative HPLC

実験手順

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.

出典