反应 #45565

反应方程式

3-fluoro-2-methoxy-5-methylaniline

hydrochloric acid

trichloroacetaldehyde monohydrate

magnesium sulfate

N,N-dimethylformamide

hydroxylamine hydrochloride

→

compound

收率 10.0%

(3-Fluoro-2-methoxy-5-methylphenyl)-2-hydroxyimino-acetamide

收率 10.0%

溶剂

water

反应条件

后处理

1. 1
   workup.STIRRINGby stirring at the same temperature for 13 hours
2. 2
   温度After cooling to room temperature
3. 3
   其他the reaction liquid
4. 4
   过滤was filtered through Celite
5. 5
   萃取the filtrate was extracted three times with ethyl acetate
6. 6
   洗涤the organic layer was washed twice with saturated brine
7. 7
   干燥dried over anhydrous magnesium sulfate
8. 8
   过滤After filtration and concentration under reduced pressure
9. 9
   浓缩the eluate with chloroform was concentrated under reduced pressure

实验过程

A N,N-dimethylformamide (30 ml) solution of 3-fluoro-2-methoxy-5-methylaniline (I-26) (4.31 g, 27.8 mmol) and concentrated hydrochloric acid (3.5 ml, 33.4 mmol) were added to a water (60 ml) suspension of trichloroacetaldehyde monohydrate (9.2 g, 55.6 mmol) and anhydrous magnesium sulfate (31.6 g, 222.4 mmol), followed by stirring at 90° C. for 30 minutes, then hydroxylamine hydrochloride (116 g, 166.8 mmol) was added, followed by stirring at the same temperature for 13 hours and a half. After cooling to room temperature, the reaction liquid was filtered through Celite, the filtrate was extracted three times with ethyl acetate, then the organic layer was washed twice with saturated brine, dried over anhydrous magnesium sulfate. After filtration and concentration under reduced pressure, the resulting residue was subjected to column chromatography, and the eluate with chloroform was concentrated under reduced pressure to obtain the entitled compound (596 mg, 10%) as a pale brown solid.

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