反応 #412919

反応方程式

tributyltin azide

ethyl cyanoformate

→

ethyl tetrazole-5-carboxylate

溶媒

benzene

反応条件

後処理

1. 1
   温度at reflux for 48 hours
2. 2
   その他The benzene was removed under reduced pressure
3. 3
   workup.DISSOLUTIONthe residue was dissolved in an excess quantity of a dry solution of hydrogen chloride in ethanol
4. 4
   その他the ethanol was removed in vacuo on the rotary evaporator
5. 5
   その他to give a red oil
6. 6
   洗浄Chromatography of this oil on a column of silica gel, eluting with a mixture of methanol and chloroform (1:9 v/v)

実験手順

A solution of tributyltin azide (6.65 g) and ethyl cyanoformate (1.98 g) in dry benzene (25 ml) was heated at reflux for 48 hours. The benzene was removed under reduced pressure and the residue was dissolved in an excess quantity of a dry solution of hydrogen chloride in ethanol. The mixture was allowed to stand, and then the ethanol was removed in vacuo on the rotary evaporator to give a red oil. Chromatography of this oil on a column of silica gel, eluting with a mixture of methanol and chloroform (1:9 v/v), gave ethyl tetrazole-5-carboxylate, identical with samples prepared by the other methods as described above.

出典