Hydrochloric Acid → 1-[(4-n-Butoxyphenyl)sulfonyl]pipecolinic acid

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Reaction Steps

Pipecolinic acid (0.331 g, 2.56 mmol) is dissolved in 16 mL mixture of water and p-dioxane (1:1) followed by the addition of triethyl amine (0.78 mL, 5.64 mmol), 4-butoxyphenylsulfonyl chloride (0.67 g, 2.69 mmol), and 4-dimethylaminopyridine (0.031 g, 0.25 mmol). The resulting solution is stirred at room temperature overnight. The reaction mixture is acidified with 1N HCl and extracted three times with ethyl acetate. The combined organic extracts are washed with ammonium chloride, dried (MgSO4), filtered and evaporated to give the crude compound. Cl+ MS: m/z (rel intensity) 342 (M+ +H, 100).

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