反应详情

The ethyl 8-[hydroxy(phenyl)methyl]-6-methyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate (0.28 g, 0.70 mmole) was dissolved in trifluoroacetic acid (5 mL). Triethylsilane (0.24 g, 2.10 mmole) was added dropwise to above solution, which was allowed to stir for 18 hours. The reaction was quenched with saturated sodium bicarbonate (15 mL) and extracted with EtOAc (2×20 mL). The combined extracts were washed with brine (20 mL), dried over MgSO4, filtered and concentrated in vacuo to give a yellow oil, which solidified upon standing (0.3 g, 98%): GCMS m/z 376.0 (M+). 1H NMR (CDCl3/400 MHz) 7.67 (s, 1H), 7.25 (m, 3H), 7.20 (m, 2H), 6.93 (s, 1H), 6.89 (s, 1H), 5.70 (q, 1H, J=7.0 Hz), 4.29 (m, 2H), 3.94 (m, 2H), 2.22 (s, 3H), 1.32 (m, 3H).

1. customThe reaction was quenched with saturated sodium bicarbonate (15 mL)
2. extractionextracted with EtOAc (2×20 mL)
3. washThe combined extracts were washed with brine (20 mL)
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customto give a yellow oil, which