反応 #1543497

反応方程式

sodium hydrogen carbonate

Trifluoromethane sulfonic anhydride

cyclopropanecarboxylic acid(4-benzyloxy-phenyl)-amide

sodium azide

→

title compound

収率 14.7%

1-(4-Benzyloxy-phenyl)-5-cyclopropyl-1H-tetrazole

収率 14.7%

溶媒

acetonitrile

反応条件

後処理

1. 1
   その他the organic layer was separated
2. 2
   抽出The aqueous layer was further extracted with ethyl acetate (2×100 ml)
3. 3
   乾燥The combined organic parts were dried over anhydrous sodium sulphate
4. 4
   濃縮concentrated in vacuo
5. 5
   その他to give a brown oil
6. 6
   その他Purification by chromatography with ethyl acetate:isohexane (1:1) as eluant

実験手順

Trifluoromethane sulfonic anhydride (9.42 ml) was added dropwise over 10 min to a solution of cyclopropanecarboxylic acid(4-benzyloxy-phenyl)-amide (15 g) and sodium azide (3.64 g) in acetonitrile (250 ml) at 0°. The reaction mixture was stirred at room temperature under nitrogen for 16 h. 10% Aqueous sodium hydrogen carbonate (80 ml) was added and the organic layer was separated. The aqueous layer was further extracted with ethyl acetate (2×100 ml). The combined organic parts were dried over anhydrous sodium sulphate and concentrated in vacuo to give a brown oil. Purification by chromatography with ethyl acetate:isohexane (1:1) as eluant afforded the title compound (2.4 g) as a yellow solid, m.p. 118°.

出典