反応 #45578

反応方程式

N,N-dimethylformamide

N-bromosuccinimide

N,N-dimethylformamide

3-fluoro-2-methoxy-5-methylaniline

→

compound

収率 81.6%

4-Bromo-3-fluoro-2-methoxy-5-methylaniline

収率 81.6%

溶媒

brine

反応条件

後処理

1. 1
   温度With cooling with ice
2. 2
   抽出followed by extraction twice with ethyl acetate
3. 3
   洗浄the organic layer was washed with saturated brine
4. 4
   乾燥dried over anhydrous magnesium sulfate
5. 5
   ろ過After filtration and concentration under reduced pressure
6. 6
   濃縮the eluate with n-hexane:ethyl acetate (4:1) was concentrated under reduced pressure

実験手順

With cooling with ice, an N,N-dimethylformamide (10 ml) solution of N-bromosuccinimide (1.84 g, 10.2 mmol) was dropwise added to an N,N-dimethylformamide (20 ml) solution of 3-fluoro-2-methoxy-5-methylaniline (I-26) (1.55 g, 10.0 mmol), taking 25 minutes, followed by stirring for 18 hours with gradually heating up to room temperature. Saturated brine was added to the reaction liquid, followed by extraction twice with ethyl acetate, the organic layer was washed 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 n-hexane:ethyl acetate (4:1) was concentrated under reduced pressure to obtain the entitled compound (1.91 g, 81%) as a brown oily substance.

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