반응 #10214

반응 방정식

4-hydroxybenzoic acid

6-chloro-1-hexanol

→

4-(6-hydroxyhexyloxy)-benzoic acid

수율 80.0%

용매

KOH

반응 조건

후처리

1. 1
   workup.ADDITIONAbout 1% of KI was added as a catalyst
2. 2
   온도After refluxing the reaction mixture for extended period of time (2-15 hrs) the contents
3. 3
   온도was cooled
4. 4
   여과the reaction mixture was filtered off
5. 5
   기타the filtrate solvent was evaporated under vacuum
6. 6
   workup.ADDITIONWater was added into the residue
7. 7
   여과the precipitate was filtered
8. 8
   기타crystallized with ethanol

실험 절차

Monomers in which the bulky organic group was a t-butyl group and the alkyl groups were hexyl groups were made as follows. 4-hydroxybenzoic acid was dissolved in 30% ethanolic KOH. About 1% of KI was added as a catalyst. The mixture was heated to about 60° C. and a stoichiometric amount of 6-chloro-1-hexanol was slowly added over about ½ hour. After refluxing the reaction mixture for extended period of time (2-15 hrs) the contents was cooled, the reaction mixture was filtered off, and the filtrate solvent was evaporated under vacuum. Water was added into the residue and acidified with HCl and the precipitate was filtered and crystallized with ethanol, yielding approximately an 80% 4-(6-hydroxyhexyloxy)-benzoic acid.

출처