反应 #51340

反应方程式

nitrile

3,5-dichlorophenylacetonitrile

sulfuric acid

H2O

→

white solid

3,5-dichlorophenylacetic acid

溶剂

hexane

反应条件

后处理

1. 1
   温度heated
2. 2
   温度to reflux for 48 hours
3. 3
   温度warmed
4. 4
   萃取extracted with 2×200 mL of dichloromethane and 2×200 mL of ethylacetate
5. 5
   洗涤washed with saturated aqueous NaHCO3
6. 6
   过滤to filter
7. 7
   萃取was extracted out with 2×200 mL of dichloromethane
8. 8
   干燥The combined organics were dried with Na2SO4
9. 9
   其他the solvents removed
10. 10
    其他to yield crude 3,5-dichlorophenylacetic acid as a white solid
11. 11
    过滤filtered

实验过程

The nitrile was added to a mixture of 40 mL of concentrated sulfuric acid and 50 mL H2O and heated to reflux for 48 hours, cooled to room temperature and stirred for 48 hours. The reaction was diluted into 1 L of crushed ice, warmed to toom temperature and extracted with 2×200 mL of dichloromethane and 2×200 mL of ethylacetate. Both sets of organics were combined and washed with saturated aqueous NaHCO3. The NaHCO3 fractions were combined and acidified to pH 1 with 3N HCl. The white solid was too fine to filter and was extracted out with 2×200 mL of dichloromethane. The combined organics were dried with Na2SO4 and the solvents removed at reduced presure to yield crude 3,5-dichlorophenylacetic acid as a white solid. The solid was slurried with hexane and filtered to get 1.75 g of white solid.

来源