تفاعل #337684

معادلة التفاعل

3-methyl-p-hydroxybenzaldehyde

ethylene glycol

p-toluenesulfonic acid

toluene

→

product

المردود 24.0%

2-(2-hydroxyethoxy)-2-(4-hydroxy-3-methylphenyl)-1,3-dioxolane

المردود 24.0%

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated
2. 2
   درجة الحرارةunder reflux
3. 3
   أخرىThe toluene was removed in vacuo and saturated solution of sodium hydrogen carbonate (20 ml)
4. 4
   workup.ADDITIONwas added to the residue, which
5. 5
   استخلاصwas then extracted with ethyl acetate (3×20 ml)
6. 6
   غسيلThe organic layer was washed with water (20 ml)
7. 7
   تجفيفdried over anhydrous sodium sulfate
8. 8
   أخرىthe solvent was removed in vacuo
9. 9
   أخرىThe residue was then recrystallised from an ethyl acetate and hexane mixture

الإجراء التجريبي

A mixture of 3-methyl-p-hydroxybenzaldehyde (0.5 g, 3.6 mmol), ethylene glycol (0.34 g, 5.5 mmol) and p-toluenesulfonic acid (0.07 g, 0.36 mmol) in toluene was heated under reflux. After 24 h, the reaction mixture was cooled to room temperature, TLC showed no starting material. The toluene was removed in vacuo and saturated solution of sodium hydrogen carbonate (20 ml) was added to the residue, which was then extracted with ethyl acetate (3×20 ml). The organic layer was washed with water (20 ml), dried over anhydrous sodium sulfate and the solvent was removed in vacuo. The residue was then recrystallised from an ethyl acetate and hexane mixture to give the product as a brown solid in 24% yield.

المصدر