反应详情

温度

60 °C

A suspension of iron (<10 micron) (1.6 g, 29 mmol) in methanol (24 mL) was treated with 6 M hydrogen chloride in water (0.4 mL, 2.4 mmol) and heated at 60° C. for 2 hours. The reaction mixture was treated with 5 M ammonium chloride in water (4.1 mL, 21 mmol) followed by methyl 4-chloro-3′-fluoro-6-nitro-5-[(trimethylsilyl)ethynyl]biphenyl-2-carboxylate (1.9 g, 4.8 mmol) and heated at 60° C. for 16 hours. The reaction mixture was filtered over celite, washed with methanol, and the filtrate was concentrated to a solid. The solid was diluted with ethyl acetate (200 mL) and saturated sodium bicarbonate (100 mL) and stirred for a few minutes. The organic layer was separated, washed with brine, dried with sodium sulfate, filtered, and concentrated to a crude residue. Purification by flash column chromatography using ethyl acetate in hexanes (0%-10%) gave the desired product (1.5 g, 86%). LCMS for C19H20ClFNO2Si (M+H)+: m/z=376.1; Found: 376.1.

1. temperatureheated at 60° C. for 16 hours
2. filtrationThe reaction mixture was filtered over celite
3. washwashed with methanol
4. concentrationthe filtrate was concentrated to a solid
5. additionThe solid was diluted with ethyl acetate (200 mL) and saturated sodium bicarbonate (100 mL)
6. customThe organic layer was separated
7. washwashed with brine
8. dry with materialdried with sodium sulfate
9. filtrationfiltered
10. concentrationconcentrated to a crude residue
11. customPurification by flash column chromatography