反应详情

温度

19 °C

A mixture of 2-bromoaniline (34.2 g) in 5M HCl (50 mL) and water (250 mL) at 0° C. was treated with NaNO2 (13.8 g) in water (200 mL). After addition, sodium acetate (92.3 g) in water (250 mL) and 2-oxo-cyclopentanecarboxylic acid ethyl ester (30 mL) were added. The mixture was stirred for 15 minutes, warmed to 19° C. over two hours and extracted with dichloromethane. The extract was dried (MgSO4), filtered and concentrated. The concentrate was dissolved in 1.1:1 H2SO4:ethanol (30 mL), refluxed overnight, cooled to room temperature, quenched with water (1.5 L), and filtered. The filtrant was dissolved in dichloromethane (200 mL) and filtered through a Flash 75 cartridge with dichloromethane. After concentration, the product was recrystallized from hexane.

1. additionwere added
2. extractionextracted with dichloromethane
3. dry with materialThe extract was dried (MgSO4)
4. filtrationfiltered
5. concentrationconcentrated
6. dissolutionThe concentrate was dissolved in 1.1:1 H2SO4
7. temperatureethanol (30 mL), refluxed overnight
8. temperaturecooled to room temperature
9. customquenched with water (1.5 L)
10. filtrationfiltered
11. dissolutionThe filtrant was dissolved in dichloromethane (200 mL)
12. filtrationfiltered through a Flash 75 cartridge with dichloromethane
13. concentrationAfter concentration
14. customthe product was recrystallized from hexane