反应详情

4-t-octylphenol (160 g, 0.78 mole) was dissolved in 400 ml anhydrous TFA. T-butyl alcohol (94.3 g, 1.27 mole) was added with stirring. The mixture was stoppered and stirred for 24 hours at ambient (~22° C.) temperature. This solution was diluted with 600 ml water, and the resulting upper organic layer was isolated in a separatory funnel. The crude product, 2-t-butyl-4-t-octylphenol, was dried over anhydrous magnesium sulfate and purified by eluting 35 g of the mixture with 70:30 hexanes:dichloromethane (v/v) in a 5×20 cm silica column, then eluted with 300 to 700 ml of solvent and collected in aliquots of 50 ml. Aliquots showing a single spot by TLC on silica eluted with 70:30 hexanes:dichloromethane (v/v) were combined and rotoevaporated to a thick syrup for a yield of 54%.

1. stirringstirred for 24 hours at ambient (~22° C.) temperature
2. customthe resulting upper organic layer was isolated in a separatory funnel
3. dry with materialThe crude product, 2-t-butyl-4-t-octylphenol, was dried over anhydrous magnesium sulfate
4. custompurified
5. washby eluting 35 g of the mixture with 70:30 hexanes
6. washdichloromethane (v/v) in a 5×20 cm silica column, then eluted with 300 to 700 ml of solvent
7. customcollected in aliquots of 50 ml
8. washeluted with 70:30 hexanes