反応 #11439

反応方程式

Tert-butyl 4-aminobutylcarbamate

2,4-dichloro-5,6-dimethyl-3-nitropyridine

N,N-dimethylformamide

triethylamine

→

tert-butyl 4-(2-chloro-5,6-dimethyl-3-nitropyridin-4-yl)butylcarbamate

収率 79.8%

溶媒

ethyl acetate

反応条件

後処理

1. 1
   濃縮it was concentrated under reduced pressure
2. 2
   その他to provide an oil
3. 3
   洗浄washed with water
4. 4
   乾燥The organic layer was dried over magnesium sulfate
5. 5
   濃縮concentrated under reduced pressure
6. 6
   その他to provide a dark oil
7. 7
   その他This material was purified by column chromatography (silica gel eluting with 40/60 ethyl acetate/hexanes)

実験手順

Tert-butyl 4-aminobutylcarbamate (60 g, 339 mmol) was slowly added to a mixture of 2,4-dichloro-5,6-dimethyl-3-nitropyridine (50 g, 226 mmol), anhydrous N,N-dimethylformamide (500 mL) and triethylamine (50 mL, 339 mmol). The reaction mixture was allowed to stir overnight and then it was concentrated under reduced pressure to provide an oil. The oil was dissolved in ethyl acetate and then washed with water. The organic layer was dried over magnesium sulfate and then concentrated under reduced pressure to provide a dark oil. This material was purified by column chromatography (silica gel eluting with 40/60 ethyl acetate/hexanes) to provide 64.5 g of tert-butyl 4-(2-chloro-5,6-dimethyl-3-nitropyridin-4-yl)butylcarbamate as a bright orange oil which solidified on standing.

出典