반응 #70933

반응 방정식

2-(3,4-dimethoxy-5-nitrophenyl)-2-oxoethyl acetate

2-(trifluoromethyl)nicotinamide

boron trifluoride etherate

→

4-(3,4-dimethoxy-5-nitrophenyl)-2-(2-(trifluoromethyl)pyridin-3-yl)oxazole

용매

xylene

반응 조건

후처리

1. 1
   온도The resulting yellow solution was heated
2. 2
   온도to reflux for 18 hours
3. 3
   기타After evaporation of the solvent
4. 4
   기타the residue was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate
5. 5
   기타The organic phase was separated
6. 6
   세척washed with brine
7. 7
   건조the dried over anhydrous magnesium sulphate
8. 8
   여과filtered
9. 9
   기타evaporated

실험 절차

To a solution of 2-(3,4-dimethoxy-5-nitrophenyl)-2-oxoethyl acetate (4.24 g, 15 mmol) in xylene (30 mL) were added 2-(trifluoromethyl)nicotinamide (3.135 g, 16.5 mmol) and boron trifluoride etherate (0.18 mL, 15 mmol). The resulting yellow solution was heated to reflux for 18 hours and then cooled to room temperature. After evaporation of the solvent, the residue was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate. The organic phase was separated, washed with brine and the dried over anhydrous magnesium sulphate, filtered and evaporated. The pure 4-(3,4-dimethoxy-5-nitrophenyl)-2-(2-(trifluoromethyl)pyridin-3-yl)oxazole was obtained by column chromatography over silica gel (petroleum ether/ethylacetate 2:1) as a pale yellow solid, 2.488 g (42%).

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