反应详情

The 3-hydroxy-3-(4-hydroxy-phenyl)-2-methyl-propionic acid methyl ester (0.24 g, 1.14 mmol) was combined with the 4-chloromethyl-2-methyl-quinoline (0.313 g, 1.37 mmol) and cesium carbonate (1.1 g, 3.42 mmol) in DMSO (5 mL) at room temperature under a nitrogen atmosphere. The reaction was stirred for 18 h, filtered to remove the solids, and then partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over magnesium sulfate, and concentrated to give a mixture of diasteromers. The product was purified by FCC on silica gel eluting with ethyl acetate:hexane (60:40, v: v) to give 3-hydroxy-2-methyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-propionic acid methyl ester (0.352 g, 84%) as a glass. MS found: (M+H)+=366.

1. filtrationfiltered
2. customto remove the solids
3. custompartitioned between ethyl acetate and water
4. washThe organic layer was washed with brine
5. dry with materialdried over magnesium sulfate
6. concentrationconcentrated
7. customto give
8. additiona mixture of diasteromers
9. customThe product was purified by FCC on silica gel eluting with ethyl acetate:hexane (60:40, v: v)