反应详情

A solution of oxalyl chloride (13.1 mL, 0.15 mol) in 1,2-dichloroethane is added dropwise to a solution of N,N-dimethylformamide (11.6 mL, 0.15 mol) in 1,2-dichloroethane while maintaining the reaction mixture temperature below 0° C. The reaction mixture is stirred for 45 minutes, treated with a solution of trans-3-dimethylaminoacrylonitrile (16.4 mL, 0.15 mol) in 1,2-dichloroethane, stirred at room temperature for 16 hours, refluxed for two hours and concentrated in vacuo to obtain a semi-solid residue. A solution of the residue in 2-propanol is treated with a solution of oxalic acid dihydrate (18.9 g, 0.15 mol) in 2-propanol and warmed until a clear solution is obtained. The clear solution is cooled to and held at room temperature for several hours, cooled in a freezer for two hours and filtered. The filter cake is washed sequentially with 2-propanol and ether and dried in a vacuum desiccator at 50° to give the title product (28.6 g, 79%).

1. temperaturewhile maintaining the reaction mixture temperature below 0° C
2. stirringstirred at room temperature for 16 hours
3. temperaturerefluxed for two hours
4. concentrationconcentrated in vacuo
5. customto obtain a semi-solid residue
6. temperaturewarmed until a clear solution
7. customis obtained
8. temperatureThe clear solution is cooled to and
9. waitheld at room temperature for several hours
10. temperaturecooled in a freezer for two hours
11. filtrationfiltered
12. washThe filter cake is washed sequentially with 2-propanol and ether
13. customdried in a vacuum desiccator at 50°