تفاعل #48103

معادلة التفاعل

hydrobromic acid

2-phenyloxymethyl-4-(2,3,4,6-tetra-O-acetyl-D-glucopyranos-1-yl)-benzonitrile

acetic anhydride

potassium carbonate

→

2-Bromomethyl-4-(2,3,4,6-tetra-O-acetyl-D-glucopyranos-1-yl)-benzonitrile

المذيبات

acetic acid

acetic acid

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled in an ice-bath
2. 2
   استخلاصthe resultant mixture is extracted with ethyl acetate
3. 3
   تجفيفThe combined organic extracts are dried over sodium sulfate
4. 4
   أخرىthe solvent is removed under reduced pressure
5. 5
   أخرىthe precipitate is separated by filtration
6. 6
   أخرىdried at 50° C.
7. 7
   أخرىto give the pure product

الإجراء التجريبي

A 33% solution of hydrobromic acid in acetic acid (15 mL) is added to a solution of 2-phenyloxymethyl-4-(2,3,4,6-tetra-O-acetyl-D-glucopyranos-1-yl)-benzonitrile (0.71 g) and acetic anhydride (0.12 mL) in acetic acid (10 ml). The resulting solution is stirred at 55° C. for 6 h and then cooled in an ice-bath. The reaction mixture is neutralized with chilled aqueous potassium carbonate solution, and the resultant mixture is extracted with ethyl acetate. The combined organic extracts are dried over sodium sulfate and the solvent is removed under reduced pressure. The residue is taken up in ethyl aceate/cyclohexane (1:5), and the precipitate is separated by filtration and dried at 50° C. to give the pure product.

المصدر