Synthesis of 1-Bromo-3-methoxy-4-propoxy-5-iodobenzene——A Novel Efficient Process for the Synthesis

• 出 处: Chinese Chemical Letters
• 发表日期: 2004年03期
• 关键词: methoxy aromatic aldehyde equiv removed oxidized activating carbonate purificati

The reaction of aromatic carboxylic acid with oxalyl chloride gives rise to the corres- ponding acid chloride which without purification is treated with the sodium salt of mercapto- pyridine oxide in the presence of 2,2-azo-bisisobutyronitrile (AIBN), radical initiator to give a brominated aromatic compound. After etherification and oxidation, 5-iodovaniline was converted to trisubstituted benzene carboxylic acid which give 1-bromo-3-methoxy-4-propoxy-5-iodo- benzene by this new brominating process with a yield of 74 %.

The reaction of aromatic carboxylic acid with oxalyl chloride gives rise to the corres- ponding acid chloride which without purification is treated with the sodium salt of mercapto- pyridine oxide in the presence of 2,2-azo-bisisobutyronitrile (AIBN) After etherification and oxidation, 5-iodovaniline was converted to trisubstituted benzene carboxylic acid which gave 1-bromo-3-methoxy-4-propoxy-5-iodo- benzene by this new brominating process with a yield of 74 %.