反应详情

To a stirred solution of 3-(4-fluorophenoxy)benzaldehyde (26.8 g; 0.124M) in ethanol (60 ml) was added methyl vinyl ketone (8.32 ml; 0.1M), 3-benzyl-5-(2-hydroxyethyl)-4-methylthizolium chloride (5.93 g; 0.022M), and triethylamine (27.88 ml; 0.2M) at room temperature. After stirring for 6 hrs, volatiles were removed. To the residue was added water (200 ml), and the whole was extracted with ethyl acetate (150 ml×2). The combined organic layers were washed with water (100 ml), brine (100 ml), dried over MgSO4, and concentrated in vacuo. The residual oil was purified by flash column (SiO2) eluting with ethyl acetate-n-hexane (1:5) to give 19.03 g (yield 66.5%) of the subtitle compound [C] as a pale yellow oil.

1. customvolatiles were removed
2. additionTo the residue was added water (200 ml)
3. extractionthe whole was extracted with ethyl acetate (150 ml×2)
4. washThe combined organic layers were washed with water (100 ml), brine (100 ml)
5. dry with materialdried over MgSO4
6. concentrationconcentrated in vacuo
7. customThe residual oil was purified by flash column (SiO2)
8. washeluting with ethyl acetate-n-hexane (1:5)