反应 #1509591

反应方程式

sodium azide

N-methyl-5-nitro-isophthalamic acid ethyl ester

NaHCO3

triflic anhydride

→

title compound

收率 59.1%

3-(1-Methyl-1H-tetrazol-5-yl)-5-nitro-benzoic acid ethyl ester

收率 59.1%

溶剂

dichloroethane

反应条件

后处理

1. 1
   workup.STIRRINGstirred overnight
2. 2
   其他the organic and aqueous layers were separated
3. 3
   其他the organic layer dried
4. 4
   浓缩concentrated in vacuum

实验过程

To a 2M solution of N-methyl-5-nitro-isophthalamic acid ethyl ester (10 g) in dichloroethane (200 ml) at −20° C. was added pre-cooled triflic anhydride (10 ml) dropwise. This was stirred for 30 min and then sodium azide (4.6 g) was added. This was allowed to warm to room temperature and stirred overnight. The reaction was neutralised with 5% NaHCO3 (aq) solution and the organic and aqueous layers were separated and the organic layer dried and concentrated in vacuum. Flash chromatography (100:0 to 50:50 gradient cyclohexane:EtOAc) afforded the title compound (6.5 g). Rt=1.52 min (method D).

来源