反应 #640586

反应方程式

hydrochloric acid

2-Nitrobenzaldehyde

4-amino-2-methylbutanol

sodium borohydride

→

2-methyl-4-(2-nitrobenzylamino)butanol

收率 96.2%

溶剂

toluene

反应条件

后处理

1. 1
   温度heated
2. 2
   温度to reflux for two hours with Dean Stark dehydration apparatus
3. 3
   温度to cool
4. 4
   其他the solvent was evaporated under reduced pressure
5. 5
   浓缩The obtained concentrate
6. 6
   workup.DISSOLUTIONwas dissolved in methanol (100 ml)
7. 7
   workup.STIRRINGThe reaction mixture was further stirred at room temperature for two hours
8. 8
   其他the solvent was evaporated under reduced pressure
9. 9
   workup.ADDITIONWater (30 ml) was added
10. 10
    workup.DISSOLUTIONto dissolve the
11. 11
    浓缩concentrate
12. 12
    萃取after extracted with ethyl acetate, pH
13. 13
    workup.ADDITIONby added a saturated sodium hydrogen carbonate aqueous solution
14. 14
    萃取extracted with ethyl acetate
15. 15
    干燥The organic layer was dried over anhydrous sodium sulfate
16. 16
    其他the solvent was evaporated under reduced pressure

实验过程

2-Nitrobenzaldehyde (7.33 g, 48.5 mmol) and 4-amino-2-methylbutanol (5.00 g, 48.5 mmol) were dissolved in toluene (50 ml) and heated to reflux for two hours with Dean Stark dehydration apparatus. After allowed to cool, the solvent was evaporated under reduced pressure. The obtained concentrate was dissolved in methanol (100 ml), added with sodium borohydride (2.75 g, 72.8 mmol) under ice cooled condition and stirred at the same temperature for two hours. The reaction mixture was further stirred at room temperature for two hours, adjusted to pH 4 by adding 1N hydrochloric acid, and the solvent was evaporated under reduced pressure. Water (30 ml) was added to dissolve the concentrate and after extracted with ethyl acetate, pH was adjusted to 8 by added a saturated sodium hydrogen carbonate aqueous solution and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure to obtain 2-methyl-4-(2-nitrobenzylamino)butanol (11.12 g).

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