تفاعل #2336536

معادلة التفاعل

HCl

t-butoxypotassium

2-methylimidazole

2,3-dihydroxyl-n-propyl bromide

→

1-(2′,3′-dihydroxylpropyl)-2-methylimidazole

المردود 81.2%

المذيبات

tetrahydrofuran

t-butanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter refluxing for one hour
2. 2
   workup.WAITto stand over night
3. 3
   أخرىThe solvent was evaporated under reduced pressure
4. 4
   استخلاصThe residue was extracted with dichloromethane
5. 5
   غسيلwashed with saturated aqueous solution of sodium hydrogencarbonate
6. 6
   تجفيفdried over anhydrous magnesium sulfate
7. 7
   أخرىAfter removing anhydrous magnesium sulfate
8. 8
   أخرىthe solvent was evaporated under reduced pressure
9. 9
   أخرىthe residue was purified by column chromatography (development solvent: methyl acetate/methanol=90/10)

الإجراء التجريبي

A200 ml flask was charged with 2.0 g of t-butoxypotassium, 70 ml of tetrahydrofuran, 1.23 g of 2-methylimidazole. After stirring for 30 minutes, a solution of 2.5 g of 2,3-dihydroxyl-n-propyl bromide in 5 ml of t-butanol was added. After refluxing for one hour, 5 ml of 1 N HCl solution was added and the mixture was allowed to stand over night. The solvent was evaporated under reduced pressure. The residue was extracted with dichloromethane, washed with saturated aqueous solution of sodium hydrogencarbonate, and dried over anhydrous magnesium sulfate. After removing anhydrous magnesium sulfate, the solvent was evaporated under reduced pressure and the residue was purified by column chromatography (development solvent: methyl acetate/methanol=90/10) to obtain 1.9 g of 1-(2′,3′-dihydroxylpropyl)-2-methylimidazole (compound (A-1)). 1H-NMR spectrum of the resulting compound is shown in FIG. 1.

المصدر