反応 #9504

反応方程式

N1-(3-nitro-7-phenylquinolin-4-yl)-2-methylpropane-1,2-diamine

Triethylamine

cyclohexanecarbonyl chloride

→

cyclohexane N-[1,1-dimethyl-2-(3-nitro-7-phenylquinolin-4-ylamino)ethyl]carboxamide

収率 70.0%

溶媒

dichloromethane

反応条件

後処理

1. 1
   洗浄The reaction was washed sequentially with water (2×100 mL) and brine (100 mL)
2. 2
   乾燥dried over sodium sulfate
3. 3
   ろ過filtered
4. 4
   濃縮concentrated under reduced pressure
5. 5
   その他The crude product was purified by column chromatography on silica gel (eluting with 65:35 hexanes:ethyl acetate)

実験手順

A solution of N1-(3-nitro-7-phenylquinolin-4-yl)-2-methylpropane-1,2-diamine (3.56 g, 10.6 mmol) in dichloromethane (100 mL) was cooled to 0° C. Triethylamine (3.0 mL, 21 mmol) and cyclohexanecarbonyl chloride (1.55 mL, 11.6 mmol) were sequentially added. The reaction was allowed to warm to ambient temperature and stirred for two hours. The reaction was washed sequentially with water (2×100 mL) and brine (100 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel (eluting with 65:35 hexanes:ethyl acetate) to provide 3.33 g of cyclohexane N-[1,1-dimethyl-2-(3-nitro-7-phenylquinolin-4-ylamino)ethyl]carboxamide as a yellow solid.

出典