Preparation of 4-hydroxy-3,5-diiodophenylacetic acid
A solution containing 50.8 g of iodine and 50.8 g potasium iodide in 250 ml of water is dropped, with stirring, into a solution of 0.1 mole of 4-hydroxyphenylacetic acid in 800 ml 0.5N sodium hydroxide at room temperature. The mixture is filtered and cooled to 0-5° C, then sulfur dioxide is led in slowly, with stirring, until the pH falls to 2-3. The crude 4-hydroxy-3,5-diiodophenylacetic acid that is precipitated is reprecipitated from sodium hydrogen carbonate solution and crystallized from aqueous ethanol yielding 4-hydroxy-3,5-diiodophenylacetic acid in 92% yield (m.p. 216.5-217.5° C).
Preparative Organic Chemistry, by Weygand/Hilgetag, 164, (1972).
4-Hydroxy-3,5-diiodophenylacetic acid, 1948-39-6, (4-hydroxy-3,5-diiodophenyl)acetic acid, AC1L2MLP, AC1Q4PF0, SCHEMBL8773706, CTK4E1630, KST-1A2499, ZINC5783949, EINECS 217-753-8, AR-1A5843, CD-870, 3,5-diiodo-4-hydroxyphenylacetic acid, AKOS024255951, 4-Hydroxy-3,5-diiodobenzeneacetic acid, AN-50134, OR072138, OR183729, Benzeneacetic acid,4-hydroxy-3,5-diiodo-, KB-192652, 2-(4-hydroxy-3,5-diiodophenyl)acetic acid, 2-(4-hydroxy-3,5-diiodo-phenyl)acetic acid