反応 #302949

反応方程式

4-iodopyrazole

n-butyllithium

ethyl picolinate

→

titled compound

収率 10.1%

(1H-pyrazol-4-yl)-pyridin-2-ylmethanone

収率 10.1%

溶媒

ammonium chloride

tetrahydrofuran

hexane

反応条件

後処理

1. 1
   温度The reaction mixture was cooled to −10° C.
2. 2
   workup.STIRRINGby stirring at room temperature for 1.5 hours
3. 3
   抽出extracted with diethyl ether
4. 4
   洗浄The organic layer was washed with brine
5. 5
   乾燥dried over sodium sulfate
6. 6
   濃縮concentrated under reduced pressure
7. 7
   その他The resulting residue was purified by NH-type silica gel column chromatography (eluting solvent: hexane:ethyl acetate=1:1 to 1:2)

実験手順

To a solution of 4-iodopyrazole (1.0 g) in tetrahydrofuran (10 mL), a solution of n-butyllithium in hexane (2.6 M, 4.8 mL) was added dropwise at −10° C. and stirred at room temperature for 1 hour. The reaction mixture was cooled to −10° C. and ethyl picolinate (0.86 g) was added thereto, followed by stirring at room temperature for 1.5 hours. The reaction mixture was diluted with saturated aqueous ammonium chloride and extracted with diethyl ether. The organic layer was washed with brine, dried over sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by NH-type silica gel column chromatography (eluting solvent: hexane:ethyl acetate=1:1 to 1:2) to give the titled compound (0.090 g) as a colorless solid.

出典