反应详情

温度

-45 °C

A solution of 1.0 g 2-chloro-5-iodopyridine (4.1 mmol, 1.0 eq.) in 10 mL anhyd. THF was stirred at −40° C. to −50° C. After five minutes, 2.2 mL of 2.1 M iPrMgBr/THF (4.6 mmol, 1.1 eq.) were added drop wise over 1 minute and the reaction mixture is maintained at −40 to −50° C. for 30 minutes. 1.3 g 2-nitro-5-chlorobenzaldehyde (7.0 mmol, 1.7 eq.) was then added and the reaction was maintained at −50° C. After 1 hour, the reaction was allowed to warm to −10° C., and quenched with 50 mL saturated brine after a further fifteen minutes. The crude product was extracted with EtOAc, dried on Na2SO4 and concentrated by rotary evaporation to yield desired product. MS: (M+H)/z=298.9

1. temperaturethe reaction was maintained at −50° C
2. waitAfter 1 hour
3. temperatureto warm to −10° C.
4. customquenched with 50 mL saturated brine after a further fifteen minutes
5. extractionThe crude product was extracted with EtOAc
6. customdried on Na2SO4
7. concentrationconcentrated by rotary evaporation