反应详情

温度

-20 °C

To a suspension of copper(I)cyanide (5.70 g, 63.6 mmol) in 200 mL of anhydrous THF at −78° C. was added methyl magnesium bromide (1.4 M in toluene and THF, 43 mL, 59.3 mmol). The mixture was stirred at −20° C. for 20 min, then cooled to −78° C. A solution of 2-chlorocarbonyl-6-nitro-benzoic acid methyl ester (11.6 g, 47.8 mmol, Step B) in 30 mL of THF was added. The mixture was cooled at −10° C., and slowly warmed to RT, quenched with NH4Cl(aq), and extracted with EtOAc. The combined organic portions were washed with brine, dried over MgSO4, filtered, condensed, and purified by flash column chromatography, to provide the titled compound as a white solid.

1. temperaturecooled to −78° C
2. temperatureThe mixture was cooled at −10° C.
3. temperatureslowly warmed to RT
4. customquenched with NH4Cl(aq)
5. extractionextracted with EtOAc
6. washThe combined organic portions were washed with brine
7. dry with materialdried over MgSO4
8. filtrationfiltered
9. customcondensed
10. custompurified by flash column chromatography