反応 #86809

反応方程式

ethynylcyclopropane

ethyl 2-nitroacetate

1,4-diazobicyclo[2.2.2]octane

→

ethyl 5-cyclopropylisoxazole-3-carboxylate

収率 92.2%

溶媒

ethanol

反応条件

後処理

1. 1
   その他was then evaporated
2. 2
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
3. 3
   洗浄the solution was washed with water
4. 4
   その他The organic layer was evaporated
5. 5
   その他the residue was purified by flash chromatography on silica gel (eluent: 20 to 100% of dichloromethane in heptane)

実験手順

A solution of ethynylcyclopropane (0.40 mL; 4.58 mmol), ethyl 2-nitroacetate (1.30 mL; 11.46 mmol), and 1,4-diazobicyclo[2.2.2]octane (DABCO, 0.053 g; 0.458 mmol) in ethanol (3 mL) was irradiated in a microwave oven at 150° C. for 20 min and was then evaporated. The residue was dissolved in ethyl acetate and the solution was washed with water. The organic layer was evaporated and the residue was purified by flash chromatography on silica gel (eluent: 20 to 100% of dichloromethane in heptane) to afford 0.765 g (92%) of ethyl 5-cyclopropylisoxazole-3-carboxylate as a yellow oil.

出典