反应详情

温度

80 °C

Into a seal vessel, 4-Fluoro-2-methoxy-1-nitro-benzene (15.00 g, 87.65 mmol), 1.00 M of Potassium tert-Butoxide in Tetrahydrofuran (193 mL, 193 mmol), and t-Butyl cyanoacetate (24.7 g, 175 mmol) were added. The reaction mixture was heated at 80° C. for 4 hours. The reaction was cooled to room temperature. Acetic acid (10.96 mL, 192.8 mmol) was added. The reaction was partitioned with water and DCM. The organic was separated, washed with Brine and dried over Na2SO4. The solid was filtered and washed with DCM. The solvent was removed under vacuum. The reaction mixture was purified via ISCO column chromatography with hexane and EtOAc. The reaction mixture was purified via ISCO column chromatography with hexane and EtOAc. The collected fractions afforded an orange collected fractions afforded Cyano-(3-methoxy-4-nitro-phenyl)-acetic acid tert-butyl ester as an orange solid (12.8 g, 49%).

1. temperatureThe reaction was cooled to room temperature
2. customThe reaction was partitioned with water and DCM
3. customThe organic was separated
4. washwashed with Brine
5. dry with materialdried over Na2SO4
6. filtrationThe solid was filtered
7. washwashed with DCM
8. customThe solvent was removed under vacuum
9. customThe reaction mixture was purified via ISCO column chromatography with hexane and EtOAc
10. customThe reaction mixture was purified via ISCO column chromatography with hexane and EtOAc
11. customThe collected fractions afforded
12. customan orange collected fractions