반응 #40831

반응 방정식

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

용매

toluene

반응 조건

후처리

1. 1
   기타it was quenched with water
2. 2
   추출the products were extracted with ethyl acetate
3. 3
   세척The combined organic layers were washed with brine
4. 4
   건조dried over Na2SO4
5. 5
   농축The filtered solvents were concentrated in vacuo
6. 6
   기타the residue was purified by silica gel chromatography (15% ethyl acetate in hexane)

실험 절차

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.

출처