Hydrochloric Acid → 4-Piperidinol, 1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethyl-

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Reaction Conditions

Reaction Steps

A solution of 5.2 g (30 mmol) of 4-hydroxy-1-oxyl-2,2,6,6-tetramethylpiperidine dissolved in 20 mL of water and a solution of 7.8 g (61 mmol) of 70% aqueous tert-butyl hydroxperoxide are added simultaneously over one hour at 35-50° C. to a mixture of 0.33 g (1.2 mmol) of ferric chloride hexahydrate, 8 mL of water, 0.2 mL of 37% hydrochloric acid, and 60 mL of tert-butyl alcohol. The reaction mixture is maintained at 45° C. for one hour after the addition and is then stirred at room temperature for three days. Gas chromatography shows 3% of the title compound is present in the reaction mixture.

Provenance & Evidence