反应详情

温度

20 °C

In 10 ml of dioxane was dissolved 1.5 g of tert-butyl 4-[3-(3-acetoxy-4-acetyl-2-propylphenoxy)propoxy]-3-bromobenzoate. To the solution was added under stirring at 20° C., 10 ml of a dioxane solution (2 N) of hydrogen chloride which was previously ice-cooled. The mixture was further stirred for 30 minutes at room temperature, and then to the mixture was added 10 ml of the dioxane solution of hydrogen chloride. The mixture was stirred for 1.5 hours, and concentrated urder reduced pressure. The resultant was dissolved in 30 ml of chloroform, and the solution was washed with 30 ml of water and then dried over with magnesium sulfate. Chloroform was removed by evaporation under reduced pressure, and the resultant was dissolved in isopropyl ether. The solution was subjected to a treatment using activated charcoal, and to the solution was added hexane for crystallization. The crystals were collected by filtration, subjected to purification by silica gel column chromatography, and then recrystallized from aqueous ethanol to give 0.35 g of 4-[3-(3-acetoxy-4-acetyl 2-propylphenoxy)propoxy]-3-bromobenzoic acid as colorless crystals. m.p. 154°-156° C.

1. additionTo the solution was added
2. temperaturecooled
3. stirringThe mixture was further stirred for 30 minutes at room temperature
4. stirringThe mixture was stirred for 1.5 hours
5. concentrationconcentrated urder reduced pressure
6. dissolutionThe resultant was dissolved in 30 ml of chloroform
7. washthe solution was washed with 30 ml of water
8. dry with materialdried over with magnesium sulfate
9. customChloroform was removed by evaporation under reduced pressure
10. dissolutionthe resultant was dissolved in isopropyl ether
11. additionto the solution was added hexane
12. customfor crystallization
13. filtrationThe crystals were collected by filtration
14. customsubjected to purification by silica gel column chromatography
15. customrecrystallized from aqueous ethanol