《Synthesis of 1-Bromo-3-methoxy-4-propoxy-5-iodobenzene-A Novel Efficient Process for the Synthesis of Brominated Aromatic Compound》.pdfVIP

288 Chinese Chemical Letters Vol. 15, No. 3, pp 288-291 /journal/ccl.html Synthesis of 1-Bromo-3-methoxy-4-propoxy-5-iodobenzene A Novel Efficient Process for the Synthesis of Brominated Aromatic Compound Hong Xin SHI 1* , Hui LIN 2, Gérard MANDVILLE 3 1 Zhejiang Key Lab. of Green-chemical Synthetic Technology, Zhejiang University of Technology, Hangzhou 310014 2.Department of Chemistry, Institute of Science, Zhejiang University, Hangzhou 310012 3Université de Paris -Sud, ICMO, 91405 Orsay Cédex, France Abstract: 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 %. Keyword: Synthesis, radical substitution, 1-bromo-3-methoxy-4-propoxy-5-idiobenzene, bromi- nation. 2, 5-Trans-diaryltetrahydrofurans sach as MK-2871 have been rec