反応 #40831

反応方程式

ethyl 5,6-diphenylpyridine-2-carboxylate

Compound 21

ethyl 5,6-diphenylpyridine-2-carboxylate

N,N′-dimethylethylenediamine

trimethylaluminum

→

title compound

1-(5,6-Diphenyl-pyridin-2-yl)-ethanone

溶媒

toluene

反応条件

後処理

1. 1
   その他it was quenched with water
2. 2
   抽出the products were extracted with ethyl acetate
3. 3
   洗浄The combined organic layers were washed with brine
4. 4
   乾燥dried over Na2SO4
5. 5
   濃縮The filtered solvents were concentrated in vacuo
6. 6
   その他the residue was purified by silica gel chromatography (15% ethyl acetate in hexane)

実験手順

General Procedure O. To a solution of ethyl 5,6-diphenylpyridine-2-carboxylate (Compound 21, 246 mg, 0.81 mmol) in toluene (5 ml) was added N,N′-dimethylethylenediamine (DMEDA, 78.7 mg, 0.89 mmol) and trimethylaluminum (1.2 ml, 2.44 mmol, 2 M in toluene) dropwise under argon at room temperature. After the mixture was refluxed at 112° C. for 2.5 hours, it was quenched with water, and the products were extracted with ethyl acetate. The combined organic layers were washed with brine, and dried over Na2SO4. The filtered solvents were concentrated in vacuo, and the residue was purified by silica gel chromatography (15% ethyl acetate in hexane) to give title compound as a yellow solid.

出典