反応 #73022

反応方程式

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

1-aminomethyl-1-cyclohexanol hydrochloride

triethylamine

→

1-{[(2-chloro-5,6-dimethyl-3-nitropyridin-4-yl)amino]methyl}cyclohexanol

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   温度The solution was heated to 35° C. for 3 d
2. 2
   その他The volatiles were removed under reduced pressure
3. 3
   その他the resulting oil was partitioned between dichloromethane (300 mL) and water (50 mL)
4. 4
   洗浄The organic layer was washed with water (50 mL) and brine (30 mL)
5. 5
   乾燥dried over MgSO4
6. 6
   ろ過filtered
7. 7
   濃縮concentrated under reduced pressure
8. 8
   その他dried under vacuum

実験手順

A 500 mL round bottom flask was charged with 2,4-dichloro-5,6-dimethyl-3-nitropyridine (6.00 g, 27.1 mmol), 1-aminomethyl-1-cyclohexanol hydrochloride (4.94 g, 29.8 mmol), and N,N-dimethylformamide (200 mL). The solution was cooled to 0° C. and triethylamine (8.31 mL, 59.6 mmol) was added dropwise. The solution was heated to 35° C. for 3 d. The volatiles were removed under reduced pressure and the resulting oil was partitioned between dichloromethane (300 mL) and water (50 mL). The organic layer was washed with water (50 mL) and brine (30 mL), dried over MgSO4, filtered, concentrated under reduced pressure, and dried under vacuum to yield 1-{[(2-chloro-5,6-dimethyl-3-nitropyridin-4-yl)amino]methyl}cyclohexanol that was used without further manipulation in the next step.

出典