반응 #51878

반응 방정식

5-(benzyloxy)-2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)phenol

tetrahydrofuran

ethanol

→

title compound

수율 95.2%

4-(1,4-Dioxaspiro[4.5]dec-8-yl)-1,3-benzenediol

수율 95.2%

용매

dichloromethane

반응 조건

후처리

1. 1
   기타A flask equipped with magnetic stirrer
2. 2
   workup.ADDITIONwere added sequentially
3. 3
   기타The reaction vessel was then evacuated
4. 4
   여과The reaction mixture was filtered through a celite plug
5. 5
   세척washing with ethyl acetate
6. 6
   농축The filtrate was concentrated in vacuo
7. 7
   기타to give an off white solid

실험 절차

A flask equipped with magnetic stirrer was charged with 5-(benzyloxy)-2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)phenol (14.5 g, 42.8 mmol) and tetrahydrofuran (50 ml) and ethanol (100 ml) and palladium (4.54 g, 10% on activated carbon) were added sequentially. The reaction vessel was then evacuated, placed under a hydrogen atmosphere and stirred vigorously for 24 hr. The reaction mixture was filtered through a celite plug, washing with ethyl acetate. The filtrate was concentrated in vacuo to give an off white solid. The crude solid was slurried in dichloromethane (200 ml), affording the title compound (10.2 g, 95%) as a white solid. m/z(ES+) 251(M+H+).

출처