반응 #710500

반응 방정식

2-chloro-6-(trifluoromethyl)nicotinaldehyde

sodium hydroxide

nitro methane

→

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

수율 72.0%

반응 조건

후처리

1. 1
   기타The resulting reaction mixture
2. 2
   기타After completion of reaction
3. 3
   농축the reaction mixture was concentrated under reduced pressure
4. 4
   기타to remove nitro methane
5. 5
   기타quenched with ice water (500 mL)
6. 6
   추출extracted with ethyl acetate (2×1.0 L)
7. 7
   세척The combined organic layer was washed with water (500 mL), brine (500 mL)
8. 8
   건조dried over anhydrous sodium sulfate
9. 9
   농축concentrated under reduced pressure

실험 절차

To a stirred solution of 2-chloro-6-(trifluoromethyl)nicotinaldehyde (Int-17) (70 g, 1.0 eq.) in nitro methane (700 mL) was added sodium hydroxide (6.7 g, 0.5 eq.) at room temperature. The resulting reaction mixture was heated to 100° C. and stirred for 2 h. The progress of the reaction was monitored by TLC. After completion of reaction, the reaction mixture was concentrated under reduced pressure to remove nitro methane quenched with ice water (500 mL) and extracted with ethyl acetate (2×1.0 L). The combined organic layer was washed with water (500 mL), brine (500 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to get pure 1-[2-chloro-6-(trifluoromethyl)pyridin-3-yl]-2-nitroethanol (Int-18) (65.0 g, 72.0%).

출처