反応 #710501

反応方程式

1-[2-chloro-6-(trifluoromethyl)pyridin-3-yl]-2-nitroethanol

acetic anhydride

→

2-chloro-3-[(E)-2-nitrovinyl]-6-(trifluoromethyl)pyridine

溶媒

dichloromethane

反応条件

後処理

1. 1
   その他After completion of reaction
2. 2
   その他the reaction mixture was quenched with ice water
3. 3
   抽出extracted with dichloromethane (2×200 mL)
4. 4
   洗浄The combined organic layer was washed with water (200 mL), brine (200 mL)
5. 5
   乾燥dried over anhydrous sodium sulfate
6. 6
   その他the solvent was removed under reduced pressure

実験手順

To a stirred solution of 1-[2-chloro-6-(trifluoromethyl)pyridin-3-yl]-2-nitroethanol (Int-18) (27 g, 1.0 eq.) in dichloromethane (270 mL) was added 4-dimethylamino pyridine (13.5 g, 1.1 eq.) followed by drop wise addition of acetic anhydride (13.5 g, 1.3 eq) at 0° C. and stirred for 15 min. The progress of the reaction was monitored by TLC. After completion of reaction, the reaction mixture was quenched with ice water and extracted with dichloromethane (2×200 mL). The combined organic layer was washed with water (200 mL), brine (200 mL), dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure to get crude 2-chloro-3-[(E)-2-nitrovinyl]-6-(trifluoromethyl)pyridine (Int-19) (22.0 g, 87.6%).

出典