反应详情

Under argon gas atmosphere, to a solution of 1-bromo-2-chloro-4-methoxybenzene (120 g) in a mixed diglyme (230 mL) and 1,2-dimethoxyethane (90 mL), sodium cyano acetone (62.6 g), sodium t-butoxide (114.6 g) and sodium iodide (81.2 g) were added with stirring at room temperature to obtain a suspension. By another process, under argon gas atmosphere, a mixture of diglyme (40 mL), palladium acetate (426 mg) and triphenylphosphine (1.99 g) was stirred for about 30 minutes at 110° C. to dissolve. This solution was dropped into the above suspension. The mixture was warmed to 110 to 115° C. of internal temperature and stirred for 7 hours. The reaction mixture was cooled, diluted with ethyl acetate (480 mL) and washed with an aqueous solution of sulfuric acid (concentrated sulfuric acid 101 g/water 660 mL). The organic layer was washed with 10% saturated aqueous solution of sodium chloride (360 mL) twice. Activated charcoal (3.6 g) was added to the organic layer. The mixture was stirred for 1 hour and filtered. The filtrate was washed with ethyl acetate (240 mL) to obtain a solution of 1-cyano-1-(2-chloro-4-methoxyphenyl)propan-2-on (971.7 g).

1. customto obtain a suspension
2. stirringwas stirred for about 30 minutes at 110° C.
3. dissolutionto dissolve
4. additionThis solution was dropped into the above suspension
5. temperatureThe mixture was warmed to 110 to 115° C. of internal temperature
6. stirringstirred for 7 hours
7. temperatureThe reaction mixture was cooled
8. washwashed with an aqueous solution of sulfuric acid (concentrated sulfuric acid 101 g/water 660 mL)
9. washThe organic layer was washed with 10% saturated aqueous solution of sodium chloride (360 mL) twice
10. additionActivated charcoal (3.6 g) was added to the organic layer
11. stirringThe mixture was stirred for 1 hour
12. filtrationfiltered
13. washThe filtrate was washed with ethyl acetate (240 mL)