反应 #45556

反应方程式

N-(2-bromo-5-cyano-3-hydroxy-6-methyl-3′-nitrobiphenyl-4-yl)-2,2-dimethylpropionamide

p-toluenesulfonic acid monohydrate

toluene

→

compound

收率 93.0%

7-Bromo-2-tert-butyl-5-methyl-6-(3-nitrophenyl)-1,3-benzoxazole-4-carbonitrile

收率 93.0%

溶剂

ethyl acetate

反应条件

后处理

1. 1
   温度was heated
2. 2
   温度under reflux for 3 hours
3. 3
   温度After cooling
4. 4
   其他the reaction liquid
5. 5
   洗涤successively washed with an aqueous saturated sodium hydrogencarbonate solution and saturated brine
6. 6
   干燥dried on anhydrous magnesium sulfate
7. 7
   其他the solvent was evaporated away under reduced pressure
8. 8
   其他to obtain a pale brown residue
9. 9
   其他The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:1)

实验过程

A mixture of N-(2-bromo-5-cyano-3-hydroxy-6-methyl-3′-nitrobiphenyl-4-yl)-2,2-dimethylpropionamide (I-15) (490 mg, 1.13 mmol), p-toluenesulfonic acid monohydrate (22 mg, 4.23 mmol) and toluene (50 ml) was heated under reflux for 3 hours. After cooling, the reaction liquid was diluted with ethyl acetate, successively washed with an aqueous saturated sodium hydrogencarbonate solution and saturated brine, dried on anhydrous magnesium sulfate, the solvent was evaporated away under reduced pressure to obtain a pale brown residue. The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:1) to obtain the entitled compound (433 mg, 93%) as a pale yellow solid.

来源