Sodium Hydroxide → 8-(4-Chloro-benzenesulfonylamino)-4-[2-(pyridin-3-yloxy)-ethyl]-octanoic acid

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Reaction Steps

To a solution of 0.815 g of methyl 8-(p-chlorophenylsulfonamido)-4-[2-(3-pyridyloxy)ethyl]-octanoate in 13 ml dioxane is added 3.5 ml of 1N aqueous sodium hydroxide. The solution is stirred at room temperature for 60 h and then the solvent is evaporated. The residue is dissolved in water, the solution is adjusted to pH=6.5 and extracted with methylene chloride (3×20 ml). The combined organic extracts are dried, filtered and evaporated to yield an oil which is crystallized from ether to obtain 8-(p-chlorophenylsulfonamido)-4-[2-(3-pyridyloxy)ethyl]-octanoic acid, m.p. 77°-79°. Two further crystallizations from acetonitrile raise m.p. to 89°-91°.

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