تفاعل #586321

معادلة التفاعل

Water

5-(4-cyanophenoxy)-1-hydroxy-2,1-benzoxaborole

sodium azide

ammonium chloride

→

compound

المردود 23.5%

5-(4-(1H-tetrazol-5-yl)phenoxy)benzo[c][1,2]oxaborol-1(3H)-ol

المردود 23.5%

المذيبات

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   استخلاصthe mixture was extracted with ethyl acetate
2. 2
   غسيلThe organic layer was washed with water and brine
3. 3
   تجفيفdried on anhydrous sodium sulfate
4. 4
   أخرىThe solvent was removed under reduced pressure
5. 5
   أخرىthe residue was purified by silica gel column chromatography (ethyl acetate)

الإجراء التجريبي

A mixture of 5-(4-cyanophenoxy)-1-hydroxy-2,1-benzoxaborole (200 mg, 0.797 mmol), sodium azide (103 mg, 1.59 mmol), and ammonium chloride (85 mg, 1.6 mmol) in N,N-dimethylformamide (5 mL) was stirred at 80° C. for two days. Water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, and dried on anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate) followed by trituration with ethyl acetate to give the target compound (55 mg, 23%).

المصدر