تفاعل #1253190

معادلة التفاعل

potassium carbonate

potassium iodide

vanillin

6-chlorohexanol

→

4-(6-hexyloxy)-3-methoxybenzaldehyde

المردود 84.5%

المذيبات

water

dimethyl sulphoxide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe mixture is then cooled to room temperature
2. 2
   استخلاصextracted three times with 150 ml of ethyl acetate each time
3. 3
   غسيلThe combined organic phases are washed twice with 200 ml of water each time
4. 4
   تجفيفdried over magnesium sulphate
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated
7. 7
   أخرىPurification of the residue by chromatography on 400 g of silica gel

الإجراء التجريبي

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.

المصدر