Reacción #1345128

Ecuación de reacción

(4-(6-Propyldecahydronaphthalene-2-yl)cyclohexyl)methyl p-toluenesulfonate

4-Ethoxy-2,3-difluorophenol

potassium carbonate

→

2-(4-((4-ethoxy-2,3-difluorophenoxy)methyl)cyclohexyl)-6-propyldecahydronaphthalene

Rendimiento 59.7%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   LavadoThe reaction mixture was washed with water
2. 2
   Secadodried over anhydrous magnesium sulfate
3. 3
   workup.DISTILLATIONThe DMF was distilled off under reduced pressure
4. 4
   OtroThe residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-heptane=1/20 by volume)
5. 5
   Otroby recrystallization (solvent: Solmix/n-heptane=1/4 by volume)

Procedimiento

(4-(6-Propyldecahydronaphthalene-2-yl)cyclohexyl)methyl p-toluenesulfonate (3.5 g) prepared in the tenth step was dissolved in DMF (50 ml). 4-Ethoxy-2,3-difluorophenol (1.6 g) and potassium carbonate (2.2 g) were added, and the mixture was stirred at 70° C. for 5 hours. The reaction mixture was washed with water, and dried over anhydrous magnesium sulfate. The DMF was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-heptane=1/20 by volume) and then by recrystallization (solvent: Solmix/n-heptane=1/4 by volume) to give 2-(4-((4-ethoxy-2,3-difluorophenoxy)methyl)cyclohexyl)-6-propyldecahydronaphthalene (2.1 g).

Fuente