반응 #44686

반응 방정식

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

ethanol

→

1-Benzofuran-4-ol

용매

decalin

dodecene

반응 조건

후처리

1. 1
   여과the mixture is filtered off through CELITE (diatomaceous earth)
2. 2
   세척The CELITE (diatomaceous earth) is washed twice with ethanol
3. 3
   농축the filtrate is concentrated
4. 4
   workup.ADDITIONThe residue, which still contains decalin and dodecene, is mixed with petroleum ether
5. 5
   온도cooled in an ice bath
6. 6
   기타The solvent is decanted off
7. 7
   기타the oil is purified by preparative HPLC

실험 절차

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.

출처