Reacción #61881

Ecuación de reacción

4-(3-bromopropylthio)-2-hydroxy-3-propylphenyl -ethanone

ethyl 4-(6-acetyl-3-hydroxy-2-propylphenoxy)butyrate

potassium iodide

potassium carbonate

→

title compound

ethyl 4-[6-acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenylthio)-propoxy]-2-propyl phenoxy]butyrate

Disolventes

acetone

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawith heating to reflux
2. 2
   TemperaturaAfter refluxing six hours the mixture
3. 3
   Otroinorganic materials were separated by filtration
4. 4
   ConcentraciónThe filtrate was concentrated
5. 5
   Otrothe residue was separated
6. 6
   Otropurified by silica-gel column chromatography (eluting with benzene:ethyl acetate=9:1)

Procedimiento

To a stirred mixture of ethyl 4-(6-acetyl-3-hydroxy-2-propylphenoxy)butyrate (1.6 g), potassium iodide (0.5 g) and potassium carbonate (1.45 g) in acetone (30 ml) was added drop wise a solution of 4-(3-bromopropylthio)-2-hydroxy-3-propylphenyl -ethanone (1.9 g) in acetone (10 ml) with heating to reflux. After refluxing six hours the mixture was cooled to room temperature and inorganic materials were separated by filtration. The filtrate was concentrated and the residue was separated and purified by silica-gel column chromatography (eluting with benzene:ethyl acetate=9:1) to give the title compound as crude crystals (2.1 g, 72.4%) which were recrystallized from ethanol to give colorless crystals, mp 65-66° C.

Fuente