反应 #51879

反应方程式

pyridinium

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

water

→

title compound

收率 100.0%

4-(2,4-Dihydroxyphenyl)cyclohexanone

收率 100.0%

溶剂

acetone

acetone

反应条件

后处理

1. 1
   其他A flask equipped with magnetic stirrer
2. 2
   温度the reaction mixture was then heated
3. 3
   温度under reflux for 8 hr
4. 4
   其他was removed in vacuo
5. 5
   其他the remaining mixture was partitioned between ethyl acetate (200 ml) and water (50 ml)
6. 6
   萃取The aqueous layer was extracted with ethyl acetate (3×50 ml)
7. 7
   洗涤the combined organic layers were washed with brine (30 ml)
8. 8
   干燥dried (MgSO4)
9. 9
   过滤filtered
10. 10
    浓缩concentrated under reduced pressure
11. 11
    其他to afford an off-white powder
12. 12
    洗涤After washing the powder
13. 13
    其他with dichloromethane (100 ml) and removal of excess solvent under reduced pressure

实验过程

A flask equipped with magnetic stirrer was charged with 4-(1,4-dioxaspiro[4.5]dec-8-yl)-1,3-benzenediol (11.3 g, 45.2 mmol), acetone (250 ml) and water (50 ml). To the stirred solution was added pyridinium ptoluenesulfonate (1.14 g, 4.52 mmol) in one portion and the reaction mixture was then heated under reflux for 8 hr. After allowing the reaction mixture to cool to room temperature, most of the acetone was removed in vacuo and the remaining mixture was partitioned between ethyl acetate (200 ml) and water (50 ml). The aqueous layer was extracted with ethyl acetate (3×50 ml) and the combined organic layers were washed with brine (30 ml), dried (MgSO4), filtered and concentrated under reduced pressure to afford an off-white powder. After washing the powder with dichloromethane (100 ml) and removal of excess solvent under reduced pressure, the title compound (9.30 g, 100%) was obtained as an off-white powder. m/z (ES+) 207 (M+H+).

来源