反応 #40706

反応方程式

H2O

ethyl 2-chloronicotinate

4-phenylpyrazole

K2CO3

→

oil

収率 79.8%

Ethyl 2-(4-phenyl-1H-pyrazol-1-yl)pyridine-3-carboxylate

収率 79.8%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   抽出after extraction with ethyl acetate
2. 2
   洗浄the organic phase was washed with H2O and sat. NaCl solution
3. 3
   その他The crude product obtained
4. 4
   その他after drying
5. 5
   その他concentration of the solution was purified by chromatography on silica gel (eluent: CH2Cl2/methanol 1-10%)

実験手順

A mixture of 3.6 g of ethyl 2-chloronicotinate (19.4 mmol), 1.3 g of 4-phenylpyrazole (8.12 mmol), 4.4 g of K2CO3, 40 mg of 18-crown-6 and 30 mg of KI in 30 ml of N,N-dimethylformamide was stirred at 130° C. for 6 hours. For workup, H2O was added and, after extraction with ethyl acetate, the organic phase was washed with H2O and sat. NaCl solution. The crude product obtained after drying and concentration of the solution was purified by chromatography on silica gel (eluent: CH2Cl2/methanol 1-10%). In total, 1.9 g of an oil were obtained, which crystallized completely on standing in a refrigerator.

出典