반응 #710501

반응 방정식

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

acetic anhydride

→

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

용매

dichloromethane

반응 조건

후처리

1. 1
   기타After completion of reaction
2. 2
   기타the reaction mixture was quenched with ice water
3. 3
   추출extracted with dichloromethane (2×200 mL)
4. 4
   세척The combined organic layer was washed with water (200 mL), brine (200 mL)
5. 5
   건조dried over anhydrous sodium sulfate
6. 6
   기타the solvent was removed under reduced pressure

실험 절차

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%).

출처