反应 #1483034

反应方程式

tert-butyl 2-aminoethylcarbamate

Et3N

nicotinic acid

oxalyl chloride

→

tert-butyl 2-(nicotinamido)ethylcarbamate

收率 74.0%

溶剂

CH2Cl2

CH2Cl2

反应条件

后处理

1. 1
   workup.DISSOLUTIONhad dissolved
2. 2
   其他(1 h)
3. 3
   其他The resulting reaction mixture
4. 4
   温度was warmed to room temperature
5. 5
   workup.STIRRINGstirred for 2 h
6. 6
   洗涤It was then washed with brine
7. 7
   干燥dried over Na2SO4
8. 8
   过滤filtered
9. 9
   浓缩concentrated under reduced pressure
10. 10
    其他Purification by silica gel chromatography (CH2Cl2)

实验过程

In a typical run, nicotinic acid (2.0 g, 16.2 mmol) was taken up in CH2Cl2 (20 mL) along with oxalyl chloride (1.4 mL, 16.2 mmol). After a few drops of DMF were added, the reaction mixture was stirred at room temperature until all the solids had dissolved and all gas evolution had ceased (1 h). This freshly prepared solution of the acid chloride was added dropwise at 0° C. to a solution containing tert-butyl 2-aminoethylcarbamate (2.6 g, 16.2 mmol) and Et3N (3.4 mL, 24.2 mmol) in CH2Cl2 (200 mL). The resulting reaction mixture was warmed to room temperature and stirred for 2 h. It was then washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. Purification by silica gel chromatography (CH2Cl2) afforded tert-butyl 2-(nicotinamido)ethylcarbamate (3.1 g, 74%).

来源