反応 #44301

反応方程式

NH4Cl

quinoline-6-carboxylic acid methoxy-methyl-amide

MeMgBr

→

1-quinolin-6-yl-ethanone

収率 97.1%

溶媒

THF

反応条件

後処理

1. 1
   その他to quench
2. 2
   その他the reaction
3. 3
   抽出The reaction solution was then extracted with EtOAc (3×50 mL)
4. 4
   乾燥The combined organics were dried over Na2SO4
5. 5
   ろ過filtered
6. 6
   濃縮concentrated

実験手順

To a solution of quinoline-6-carboxylic acid methoxy-methyl-amide (11.97 g, 55.35 mmol) in anhydrous THF (200 mL) was added MeMgBr (1.5 M in THF, 55 mL, 83 mmol) at 0° C. under nitrogen. The reaction was allowed to warm to ambient temperature over 16 hours. Sat. NH4Cl (20 mL) was added to quench the reaction. The reaction solution was then extracted with EtOAc (3×50 mL). The combined organics were dried over Na2SO4, filtered, and concentrated to give 1-quinolin-6-yl-ethanone (9.2 g, 97% yield).

出典