反応 #158337

反応方程式

ammonium chloride

Methylmagnesium bromide

1-(3,4-dichlorophenyl)-6-[3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl]hex-5-yn-1-one

Methylmagnesium bromide

→

title compound

2-(3,4-dichlorophenyl)-7-[3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl]hept-6-yn-2-ol

溶媒

THF

反応条件

後処理

1. 1
   温度cooling
2. 2
   温度cooling
3. 3
   workup.STIRRINGthe mixture was stirred for 15 min under ice-
4. 4
   温度cooling
5. 5
   抽出the mixture was extracted with ethyl acetate
6. 6
   洗浄The extract was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine
7. 7
   乾燥dried over anhydrous sodium sulfate
8. 8
   その他the solvent was evaporated under reduced pressure
9. 9
   その他The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)

実験手順

Methylmagnesium bromide (12% THF solution, 550 μL) was added to a mixture of 1-(3,4-dichlorophenyl)-6-[3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl]hex-5-yn-1-one (198 mg) in THF (5 mL) under ice-cooling, and the mixture was stirred at room temperature for 30 min. Methylmagnesium bromide (12% THF solution, 550 μL) was added to the reaction mixture under ice-cooling, and the mixture was stirred for 15 min under ice-cooling. Saturated aqueous ammonium chloride solution was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (177 mg).

出典