反应详情

温度

94 °C

A reaction mixture containing (1-fluoro-9-oxo-9H-thioxanthen-4-yloxy)-acetic acid (4.0 g, 13 mmol), acetonitrile (65 mL), dimethylacetamide (30 ml), tetrabutylammonium bromide (0.4 g, 1.3 mmol), 2,6-di-tert-butyl-4-methylphenol (0.03 g, 0.13 mmol) and 4-hydroxybutylacrylate glycidylether (2.6 g, 13 mmol) was heated to reflux (94° C.). The mixture was allowed to stir at reflux temperature for 24 hours. The solvent was removed under reduced pressure. The residual oil was dissolved in dichloromethane (100 mL) and extracted with a mixture of distilled water (50 ml) and an aqueous solution of sodium hydroxide 1N (50 mL). The organic layer was isolated, dried over MgSO4. Evaporation of the solvent under reduced pressure yielded 7.5 g of the crude acrylic acid 4-{3-[2-(1-fluoro-9-oxo-9H-thioxanthen-4-yloxy)-acetoxy]-2-hydroxy-propoxy}-butyl ester. The product was purified on a Merck Super Vario Prep Column using dichloromethane/ethyl acetate (75/25) as eluent, yielding 2.8 g of 4-{3-[2-(1-fluoro-9-oxo-9H-thioxanthen-4-yloxy)-acetoxy]-2-hydroxy-propoxy}-butyl ester as a yellow oil.

1. temperaturewas heated
2. temperatureat reflux temperature for 24 hours
3. customThe solvent was removed under reduced pressure
4. dissolutionThe residual oil was dissolved in dichloromethane (100 mL)
5. extractionextracted with a mixture of distilled water (50 ml)
6. customThe organic layer was isolated
7. dry with materialdried over MgSO4
8. customEvaporation of the solvent under reduced pressure