反应详情

温度

120 °C

Anhydrous DMA (50 ml) was added to t-BuOK (5.46 g, 48.7 mmol) and catechol (5.00 g, 45.4 mmol) at 0° C. under argon, the mixture was heated to 120° C. over 10 min. A solution of 1-fluoro-4-nitro-benzene (6.40 g, 45.4 mmol) in anhydrous DMA (10 ml) was added dropwise over 20 min. The reaction mixture was then stirred at 130° C. for 1.5 h, cooled, and poured into 1N HCl (200 ml), extracted with EtOAc (2×50 ml). The combined extract was washed H2O (3×150 ml), brine (150 ml), dried with Na2SO4, concentrated and purified by silica gel flash column chromatography to give desired product 388A (5.56 g, 53%) as a faintly yellow solid (0%-1% ethyl acetate-CH2Cl2).

1. temperaturecooled
2. extractionextracted with EtOAc (2×50 ml)
3. extractionThe combined extract
4. washwas washed H2O (3×150 ml), brine (150 ml)
5. dry with materialdried with Na2SO4
6. concentrationconcentrated
7. custompurified by silica gel flash column chromatography