Electric Literature of 54413-93-3,Some common heterocyclic compound, 54413-93-3, name is 2-Iodo-5-methoxybenzoic acid, molecular formula is C8H7IO3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
General procedure: To a solution of 2-bromo-6-methoxybenzoic acid (104 mg, 397 mumol) in CH2Cl2 (3.0 mL) were added chloromethlenedimethyliminium chloride (50.8 mg, 397 mumol) at 0 °C under Ar atmosphere, then the mixture was stirred at room temperature for 1 h. At 0 °C, 2-(4-butylaminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (29g)24 (50.0 mg, 159 mumol) and Et3N (166 mul, 1.19 mmol) then the mixture was stirred for 3 h, and was allowed to warm to room temperature. At 0 °C, the mixture was diluted with ethyl acetate and then water was added. The organic layer was separated and washed with brine, and dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by column chromatography (n-hexane/AcOEt = 1:0-1:1) to give 30g (73.5 mg, 139 mumol, 88percent) as a colorless oil.
The synthetic route of 54413-93-3 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Aoyama, Hiroshi; Sugita, Kazuyuki; Nakamura, Masahiko; Aoyama, Atsushi; Salim, Mohammed T.A.; Okamoto, Mika; Baba, Masanori; Hashimoto, Yuichi; Bioorganic and Medicinal Chemistry; vol. 19; 8; (2011); p. 2675 – 2687;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com