反应详情

温度

80 °C

To a pressured-bottle charged with 4B (177 mg, 0.215 mmol), palladium(II) acetate (24.09 mg, 0.107 mmol), TEA (0.089 mL, 0.644 mmol) and DMSO (5 mL)/MeOH (2.500 mL) was added dppp (44.3 mg, 0.107 mmol). The resulting mixture was charged with carbon monoxide at 25 psi and stirred at 80° C. under an atmosphere of CO overnight. The reaction mixture was cooled to rt, filtered though CELITE® and concentrated to about ½ original volume. Water (50 mL) was added to the mixture and then extracted using 50% EtOAc/hexanes (3×). The combined organics were washed with water, dried with NaSO4 then filtered and concentrated. The residue was purified on Isco (40 g) eluting with 0 to 30% EtOAc/dichloromethane to give 4C (130 mg, 0.162 mmol, 75% yield) as a white solid. MS and 1H NMR are consistent with the desired product.

1. temperatureThe reaction mixture was cooled to rt
2. filtrationfiltered though CELITE®
3. concentrationconcentrated to about ½ original volume
4. additionWater (50 mL) was added to the mixture
5. extractionextracted
6. washThe combined organics were washed with water
7. dry with materialdried with NaSO4
8. filtrationthen filtered
9. concentrationconcentrated
10. customThe residue was purified on Isco (40 g)
11. washeluting with 0 to 30% EtOAc/dichloromethane