反应详情

温度

80 °C

Potash (7.5 g, 54.3 mmol) and Pd(PPh3)4 (1.6 g, 1.4 mmol) were added to a solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indan-1-one 34 (7.0 g, 27.1 mmol) and 4-chloro-3-nitroanisole (5.1 g, 27.1 mmol) in a mixture of dioxane (80 mL) and water (20 mL). The mixture obtained was heated to 80° C. under argon, kept at this temperature for 16 h (TLC monitoring, eluent: hexane-ethyl acetate, 1:1), cooled, filtered through Celite, evaporated, and dissolved in CH2Cl2. Then the mixture was filtered off from the insoluble portion, evaporated with silica gel, and purified on a short thick column with silica gel (eluent: hexane-CH2Cl2 100:0→0:100, CH2Cl2-ethyl acetate 100:0→50:50). Yield of 35: 5.59 g. The product was used in the next step without additional purification.

1. customThe mixture obtained
2. filtrationfiltered through Celite
3. customevaporated
4. dissolutiondissolved in CH2Cl2
5. filtrationThen the mixture was filtered off from the insoluble portion
6. customevaporated with silica gel
7. custompurified on a short thick column with silica gel (eluent: hexane-CH2Cl2 100:0→0:100, CH2Cl2-ethyl acetate 100:0→50:50)
8. customThe product was used in the next step without additional purification