Hydrochloric Acid → HCID 9939186, compound

Participants

Reaction Steps

A 1.2 M solution of lithium hydroxide (275 ,L, 0.33 mmol) was added to a solution of 3-[3,5-diiodo-4-(3-iodo-benzyloxy)-phenyl]-propionic acid 3-iodo-benzyl ester (as prepared in Example 2, 213 mg, 0.25 mmol) in 2 mL THF. The biphasic solution was stirred for 14 hours, then 6 mL 0.5 M HCl was added and an oil formed. Methanol (0.5 mL) was added and the oil formed a solid, which was removed by filtration, yielding the title compound as an off-white powder (150 mg, 95%). 1H NMR (400 MHz, DMSO-d6): δ 12.15 (s, 1H), 7.96 (s, 1H), 7.76-7.75 (m, 3H), 7.62 (d, J=7.6 Hz, 1H), 7.26 (t, J=7.6 Hz, 1H), 4.87 (s, 2H), 2.75 (t, J=7.2 Hz, 2H), 2.54 (t, J=7.4 Hz). HPLC (40-90), 17.23 min. LRMS (EI−) calc'd for [C16H13I3O3+CF3COO] 746.8, found 746.8.

Provenance & Evidence