2-Methyl-2-butanol → HCID 15173853, compound

Participants

Reaction Steps

4-t-butylphenol (73 g, 0.49 mole) is dissolved in 200 ml anhydrous trifluoroacetic acid (TFA). T-amyl alcohol (47 g, 0.53 mole) is added with stirring. The mixture is stoppered and stirred for 19 hours at ambient (~22° C.) temperature. The solution is then diluted into 400 ml of 1M NaOH, and the resulting upper organic layer is isolated in a separatory funnel. The crude product is dried over anhydrous magnesium sulfate. The product, 2-t-amyl-4-t-butylphenol, is purified by eluting 35 g of the mixture with 60:40 hexanes:dichloromethane (v/v) in a 5×20 cm silica column and eluted with 300 to 700 ml of solvent and collected in aliquots of 50 ml. Aliquots showing a single spot by Thin Layer Chromatography (TLC) (on silica eluted with 60:40 hexanes:dichloromethane v/v)) are combined and rotoevaporated to a thick syrup, typically giving a 40% yield.

Provenance & Evidence