6-IODOMETAMECONINE AND 3–IODOMETAHEMIPINIC ACID

Abstract

6-Iodo-m-meconine has been prepared from m-meconine by several steps and oxidized to 3-iodo-m-hemipinic acid. The orientation of the iodo-m-meconine is based on its conversion to 4, 5, 6-trimethoxyphthalide. The identity reported by Rây and Robinson of the bromo-m-meconine made directly by similar steps from m-meconine with that from 2-bromoveratric acid and formaldehyde could not be confirmed. The former substance has the orientation ascribed to it by Rây and Robinson but the identity and orientation of the latter substance is left in doubt. Attempts to form a substituted diphenyl ether from dimethyl 3-iodo-m-hemipinate and the potassium salt of methyl vanillate failed.