反应详情

温度

80 °C

The ethyl 7-iodo-2-(trifluoromethyl)-2H-chromene-3-carboxylate from Example 9a, Step 2 (3.0 g, 7.53 mmol), 4-methylphenylboronic acid (1.11 g, 8.26 mmol), K2CO3 (3.12 g, 22.59 mmol), and PdCl2(PPh3)2 (159 mg, 0.225 mmol) were mixed in dioxane (30 mL) in a sterling bomb. Carbon monoxide was bubbling to 40 psi. The reaction was heated to 80° C. for 5 h. After filtration, the reaction was quenched with NH4Cl and extracted with EtOAc. The organic layer was washed and dried over MgSO4. The filtrate was evaporated and dried in vacuo to afford yellow solid (1.2 g, 41%): LCMS m/z 391.10 (M+H). 1H NMR (CDCl3/400 MHz) 7.75 (s, 1H), 7.69 (d, 2H, J=8.0 Hz), 7.39(d, 1H, J=8.0 Hz), 7.36 (s, 1H), 7.31 (d, 1H, J=8.0 Hz), 7.28 (d, 2H, J=8.0 Hz), 7.25(s, 1H), 5.78 (q, 1H, J=6 Hz), 4.33 (m, 2H), 2.43(s, 3H), 1.35 (t, 3H, J=7.2 Hz).

1. customCarbon monoxide was bubbling to 40 psi
2. filtrationAfter filtration
3. customthe reaction was quenched with NH4Cl
4. extractionextracted with EtOAc
5. washThe organic layer was washed
6. dry with materialdried over MgSO4
7. customThe filtrate was evaporated
8. customdried in vacuo