反应 #1135824

反应方程式

Acetic acid 3-(4-hydroxy-phenyl)-8-methyl-4-oxo-chroman-7-yl ester

imidazole

→

7-Hydroxy-3-(4-hydroxy-phenyl)-8-methyl-chroman-4-one

溶剂

EtOH

反应条件

后处理

1. 1
   温度The reaction mixture was refluxed
2. 2
   其他on a rotary evaporator
3. 3
   workup.ADDITIONpoured
4. 4
   温度chilled
5. 5
   workup.DISTILLATIONdistilled water (1.9 L)
6. 6
   workup.WAITThe water crash out was left
7. 7
   workup.STIRRINGstirring in the cold room overnight
8. 8
   过滤The pale pink solid was collected by suction filtration
9. 9
   其他The solid was dried on the freeze dryer for 3 hours (8.31 g, 59%)

实验过程

Acetic acid 3-(4-hydroxy-phenyl)-8-methyl-4-oxo-chroman-7-yl ester (18.37 g), imidazole (21.18 g, 6 equivalents) and 100% EtOH (536 ml) were added to a round bottom flask (2 L). The reaction mixture was refluxed and monitored by HPLC. The reaction was completed at 8 hours. The reaction mixture was reduced (˜130 ml) on a rotary evaporator and poured into stirred, chilled distilled water (1.9 L). The water crash out was left stirring in the cold room overnight. The pale pink solid was collected by suction filtration. 1H NMR of the solid indicated it was 7-Hydroxy-3-(4-hydroxy-phenyl)-8-methyl-chroman-4-one with >95% purity. The solid was dried on the freeze dryer for 3 hours (8.31 g, 59%).

来源