반응 #1509574

반응 방정식

NaHCO3

Sodium azide

3-bromo-N-methyl-5-nitro-benzamide

triflic anhydride

→

title compound

수율 44.1%

5-(3-Bromo-5-nitro-phenyl)-1-methyl-1H-tetrazole

수율 44.1%

용매

DCM

반응 조건

후처리

1. 1
   workup.STIRRINGstirred further overnight
2. 2
   기타the reaction
3. 3
   추출the mixture extracted into EtOAc
4. 4
   기타The organic layer was separated
5. 5
   기타dried
6. 6
   농축concentrated in vacuum
7. 7
   기타the residue purified by flash chromatography (9:1 to 2:8 cyclohexane:EtOAc)

실험 절차

To a solution of 3-bromo-N-methyl-5-nitro-benzamide (0.6 g) in DCM (15 ml) at −15° C. was added triflic anhydride (0.6 ml) and the reaction stirred for 30 min. Sodium azide (226 mg) was added and the reaction allowed to warm to room temperature and stirred further overnight. NaHCO3(aq) was added to neutralise the reaction and the mixture extracted into EtOAc. The organic layer was separated, dried and concentrated in vacuum and the residue purified by flash chromatography (9:1 to 2:8 cyclohexane:EtOAc) to give the title compound (290 mg). Rf=0.51 (3:2 cyclohexane:EtOAc).

출처