反应详情

3-(3Cyclopentyloxy-4-methoxyphenyl)-3-ethynylcyclohexan-1-one (0.30 g, 0.98 mmol) was dissolved in dry methanol (20 mL) and carbon monoxide was bubbled into the solution for 10 min. A mixture of copper (II) chloride (0.264 g, 1.96 mmol) and sodium acetate trihydrate (0.267 g, 1.96 mmol) was added, then trace palladium (II) chloride was added. After 2.5 h at room temperature, water was added and the methanol was evaporated The aqueous residue was extracted three times with ether, the combined extract was washed with brine, was dried (magnesium sulfate) and was evaporated. Purification by flash chromatography, eluting with 2:1 hexanes/ethyl acetate, provided a pale yellow oil. 1H NMR(400 MHz, CDCl3) δ7.0 (d, J=2.3Hz, 1H), 6.95 (dd, J=8.4, 2.3Hz, 1H), 6.84 (d, J=8.4Hz, 1H), 4.78 (m, 1H), 3.84 (s, 3H), 3.76 (s, 3H), 2.82 (d, J=25Hz, 1H), 2.78 (d, J=25Hz, 1H), 2.5-2.1 (m, 5H), 2.0-1.8 (m, 7H), 1.61 (m, 2H).

1. customcarbon monoxide was bubbled into the solution for 10 min
2. additionwas added
3. additionwas added
4. customthe methanol was evaporated The aqueous residue
5. extractionwas extracted three times with ether
6. extractionthe combined extract
7. washwas washed with brine
8. dry with materialwas dried (magnesium sulfate)
9. customwas evaporated
10. customPurification by flash chromatography
11. washeluting with 2:1 hexanes/ethyl acetate
12. customprovided a pale yellow oil