반응 #12071

반응 방정식

HCl

potassium cyanide

4-(2,2′-dicyanoethenyl)styrene

ethanol

→

4-(1,2,2′-tricyanoethyl)styrene

용매

water

반응 조건

후처리

1. 1
   농축the mixture was concentrated under vacuum
2. 2
   workup.ADDITIONTen milliliters (10 mL) water was added to the residue
3. 3
   추출the mixture was extracted with ethyl acetate
4. 4
   농축The combined organic layers were concentrated under vacuum
5. 5
   기타the product was purified by column chromatography on silica gel using 20% ethyl acetate in hexane
6. 6
   기타The product recovered from the separation
7. 7
   workup.ADDITIONwas mixed with 1.5 mL methylene chloride and 10 mL hexane
8. 8
   여과filtered
9. 9
   기타A white solid was obtained (1.009 g, 44%)

실험 절차

To a mixture of 2.00 g 4-(2,2′-dicyanoethenyl)styrene (11 mmol) and 30 mL ethanol was added a solution of 1.45 g potassium cyanide (22 mmol) in 3 mL water. The mixture was stirred at room temperature for 17 hours. 1.8 mL concentrated HCl (22 mmol) was then added and the mixture was concentrated under vacuum. Ten milliliters (10 mL) water was added to the residue, and the mixture was extracted with ethyl acetate. The combined organic layers were concentrated under vacuum, and the product was purified by column chromatography on silica gel using 20% ethyl acetate in hexane. The product recovered from the separation was mixed with 1.5 mL methylene chloride and 10 mL hexane, then filtered. A white solid was obtained (1.009 g, 44%).

출처