反応 #51340

反応方程式

nitrile

3,5-dichlorophenylacetonitrile

sulfuric acid

H2O

→

white solid

3,5-dichlorophenylacetic acid

溶媒

hexane

反応条件

後処理

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

実験手順

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.

出典