반응 #55190

반응 방정식

4-acetyl-2',4'-dibromobiphenyl

ethyl bromoacetate

→

3-(2',4'-dibromo-4-biphenylyl)-3-hydroxybutyric acid ethyl ester

반응 조건

후처리

1. 1
   세척of granulated zinc, previously washed with dilute hydrochloric acid, water and acetone
2. 2
   기타dried
3. 3
   온도The mixture is heated
4. 4
   온도under reflux for 4 hours with occasional shaking
5. 5
   workup.ADDITIONof zinc and a trace of iodine are added after 1, 2 and 3 hours
6. 6
   workup.ADDITIONof ethyl bromoacetate added after 2 hours
7. 7
   온도After cooling
8. 8
   workup.ADDITIONacetic acid is added
9. 9
   workup.ADDITIONis added
10. 10
    workup.ADDITIONThe mixture is poured into water
11. 11
    기타the organic phase is separated off

실험 절차

3.44 g. of 4-acetyl-2',4'-dibromobiphenyl and 1.5 g. of ethyl bromoacetate are added to a mixture of 6.5 g. of granulated zinc, previously washed with dilute hydrochloric acid, water and acetone and dried, and 0.2 g. of iodine in 70 ml. of benzene and 70 ml. of diethyl ether. The mixture is heated under reflux for 4 hours with occasional shaking. 5 g. of zinc and a trace of iodine are added after 1, 2 and 3 hours, respectively, and 1.5 g. of ethyl bromoacetate added after 2 hours. After cooling, acetic acid is added to decompose the resulting alcoholate and methanol is added to bring the product into solution. The mixture is poured into water and the organic phase is separated off and worked up to give 3-(2',4'-dibromo-4-biphenylyl)-3-hydroxybutyric acid ethyl ester.

출처