Phenol → HCID 19737031, compound

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Reaction Steps

2-t-amyl-4-t-butylphenol (53 g, 0.24 mole) is dissolved in 150 ml absolute ethanol in a 1 L round bottom flask equipped with a water-cooled condenser. Sodium hydroxide (96 g, 2.4 moles) is dissolved in 100 ml water, and the hot solution is added to the solution of the phenol. Chloroform (57 g, 0.48 mole) is added in 1 ml portions over a 45-minute period. The resulting yellow-brown mixture is stirred 1 hour as it cools to ambient temperature. The mixture is diluted into 500 ml of 1M sulfuric acid and extracted with 200 ml hexanes. The organic layer is isolated in a separatory funnel and dried over anhydrous magnesium sulfate. The mixture is filtered and rotoevaporated to a thick syrup. A typical yield for this reaction is 30%. The product is used without further purification.

Provenance & Evidence