반응 #51340

반응 방정식

nitrile

3,5-dichlorophenylacetonitrile

sulfuric acid

H2O

→

white solid

3,5-dichlorophenylacetic acid

용매

hexane

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도to reflux for 48 hours
3. 3
   온도warmed
4. 4
   추출extracted with 2×200 mL of dichloromethane and 2×200 mL of ethylacetate
5. 5
   세척washed with saturated aqueous NaHCO3
6. 6
   여과to filter
7. 7
   추출was extracted out with 2×200 mL of dichloromethane
8. 8
   건조The combined organics were dried with Na2SO4
9. 9
   기타the solvents removed
10. 10
    기타to yield crude 3,5-dichlorophenylacetic acid as a white solid
11. 11
    여과filtered

실험 절차

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.

출처