تفاعل #1860181

معادلة التفاعل

bromotriethylsilane

β-D-Galactose pentaacetate

sodium hydrogencarbonate

→

2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl bromide

المردود 100.7%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled on ice
2. 2
   استخلاصthe mixture was extracted with dichloromethane
3. 3
   غسيلthe organic layer was washed with brine
4. 4
   تجفيفThe organic layer was dried over sodium sulfate
5. 5
   أخرىthe solvent was removed

الإجراء التجريبي

β-D-Galactose pentaacetate (5.00 g, 12.8 mmol) and bismuth(III) bromide (287 mg, 640 μmol) were dissolved in dichloromethane (25 mL), the solution was added with bromotriethylsilane (6.76 mL, 51.2 mmol), and the mixture was stirred at room temperature for 3 hours under an argon atmosphere. The reaction mixture was poured into aqueous saturated sodium hydrogencarbonate cooled on ice, then the mixture was extracted with dichloromethane, and the organic layer was washed with brine. The organic layer was dried over sodium sulfate, and the solvent was removed to obtain 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl bromide (5.30 g, quantitative).

المصدر