反応 #10214

反応方程式

4-hydroxybenzoic acid

6-chloro-1-hexanol

→

4-(6-hydroxyhexyloxy)-benzoic acid

収率 80.0%

溶媒

KOH

反応条件

後処理

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

実験手順

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.

出典