反应详情

温度

75 °C

A mixture of 6-[3-(3-carbomethoxy-2-methoxyquinolin-7-yl)thiopropyl]-5-hydroxy-2-(2-phenylethyl)-2,3-dihydrobenzofuran, E26, (794 mg; 1.5 mmoles), methanol (12 mL) and 1N sodium hydroxide (12 mL) was heated in an oil bath at 75° C. and under nitrogen atmosphere for 45 minutes. The mixture was concentrated in vacuo to remove most of the methanol and the residue was neutralized with excess 25% ammonium acetate solution. The mixture was extracted with ethylacetate, dried (MgSO4), filtered and concentrated in vacuo. The residue was chromatographed on silica gel using 65:30:5 hexane:ethylacetate:acetic acid as eluent to yield 165 mgs (21%) of 6-[3-(3-carboxy-2-methoxyquinolin-7-yl)thiopropyl]-5-hydroxy-2-(2-phenylethyl)-2,3-dihydrobenzofuran, E27, m.p. 157°-161° C.

1. concentrationThe mixture was concentrated in vacuo
2. customto remove most of the methanol
3. extractionThe mixture was extracted with ethylacetate
4. dry with materialdried (MgSO4)
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customThe residue was chromatographed on silica gel using 65:30:5 hexane