반응 #2006467

반응 방정식

Water

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

sodium azide

ammonium chloride

N,N-dimethylformamide

→

compound

수율 23.0%

1-Hydroxy-5-[4-(tetrazole-1-yl)phenoxy]-2,1-benzoxaborole

수율 23.0%

반응 조건

후처리

1. 1
   추출the mixture was extracted with ethyl acetate
2. 2
   세척The organic layer was washed with water and brine
3. 3
   건조dried on anhydrous sodium sulfate
4. 4
   기타The solvent was removed under reduced pressure
5. 5
   기타the residue was purified by silica gel column chromatography (ethyl acetate)

실험 절차

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%).

출처