반응 #1253190

반응 방정식

potassium carbonate

potassium iodide

vanillin

6-chlorohexanol

→

4-(6-hexyloxy)-3-methoxybenzaldehyde

수율 84.5%

용매

water

dimethyl sulphoxide

반응 조건

후처리

1. 1
   온도The mixture is then cooled to room temperature
2. 2
   추출extracted three times with 150 ml of ethyl acetate each time
3. 3
   세척The combined organic phases are washed twice with 200 ml of water each time
4. 4
   건조dried over magnesium sulphate
5. 5
   여과filtered
6. 6
   농축concentrated
7. 7
   기타Purification of the residue by chromatography on 400 g of silica gel

실험 절차

41.45 g (300 mmol) of potassium carbonate and 27.4 g (165 mmol) of potassium iodide are added to a solution of 22.8 g (150 mmol) of vanillin and 30.7 g (225 mmol) of 6-chlorohexanol in 500 ml of dimethyl sulphoxide (DMSO) and the mixture is stirred overnight at 60° C. under nitiogen. The mixture is then cooled to room temperature, poured into 600 ml of water and extracted three times with 150 ml of ethyl acetate each time. The combined organic phases are washed twice with 200 ml of water each time, dried over magnesium sulphate, filtered and concentrated. Purification of the residue by chromatography on 400 g of silica gel using cyclohexane/ethyl acetate 1:1 yields 29.95 g of 4-(6-hexyloxy)-3-methoxybenzaldehyde.

출처