反应 #595332

反应方程式

water

potassium carbonate

(S)-(−)-3-chloro-1,2-propanediol acetonide

4-hydroxybenzaldehyde

→

4-{[(4R)-2,2-Dimethyl-1,3-dioxolan-4-yl]methoxy}benzaldehyde

溶剂

DMF

反应条件

后处理

1. 1
   萃取the mixture is extracted three times with in each case 500 ml of ethyl acetate
2. 2
   洗涤The combined organic phases are washed in each case once with 500 ml water and 500 ml of sat. aqueous sodium chloride solution
3. 3
   干燥After drying over magnesium sulfate
4. 4
   其他the solvent is removed on a rotary evaporator
5. 5
   其他the residue is purified by column chromatography on silica gel 60 (mobile phase gradient: ethyl acetate/petroleum ether 1:9→2:8)

实验过程

31.2 g (255.4 mmol) of 4-hydroxybenzaldehyde are initially charged in 400 ml of dry DMF, and 105.7 g (766.1 mmol) of potassium carbonate and 50.0 g (332.0 mmol) of (S)-(−)-3-chloro-1,2-propanediol acetonide are added at RT. The mixture is stirred at 160° C. for 16 h. 4000 ml of water are then added, and the mixture is extracted three times with in each case 500 ml of ethyl acetate. The combined organic phases are washed in each case once with 500 ml water and 500 ml of sat. aqueous sodium chloride solution. After drying over magnesium sulfate, the solvent is removed on a rotary evaporator and the residue is purified by column chromatography on silica gel 60 (mobile phase gradient: ethyl acetate/petroleum ether 1:9→2:8).

来源