Application of 68507-19-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 68507-19-7, name is 3-Iodo-4-methoxybenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
Dissolve 6-methoxy-naphthalen-1-yl)- [4- (2-piperidin-1-yl-ethoxy)-phenyl]- methanone-2-boronic acid (433 mg. , 1.0 mmoles) and 3-iodo-4-methoxybenzoic acid (556 mg. , 2.0 mmoles) in 8 ml of ethanol and add a slurry of 500 mg. of 10% palladium on carbon in 3 ml ethanol followed by 840 mg of sodium carbonate. Flush the vial with nitrogen and seal. Heat the mixture at 72 degrees for 24 hours. Cool, filter, wash the solid with ethanol and discard the solid. Purifty the filtrate on an SCX column, washing with methanol and eluting the product with 2N ammonia/methanol. Evaporate the solvent and purify on a silica column, eluting the impurities with a 0-10% methanol/methylene chloride gradient, then eluting the product with 20% methanol/methylene chloride to give 56 mg, 10%, of 3-methoxy-4- {6-methoxy-1- [4- (2-piperidin-1-yl-ethoxy)-benzoyl]- naphthalen-2-yl}-benzoic acid. Convert 3-methoxy-4- {6-methoxy-1- [4- (2-piperidin-1-yl-ethoxy)-benzoyl]- naphthalen-2-yl}-benzoic acid (56 mg) to the HCl salt and dissolve in methylene chloride. Chill the solution in ice and add excess boron tribromide in portions. Stir at 0 degrees for 1 hour, then at room temperature for 1 hour. Add a few drops of boron tribromide and stir for another 1/2hour. Quench the mixture with saturated sodium bicarbonate and wash the water layer with a solvent composed of a 3/1 mixture of chloroform/isopropanol. Adjust the pH of the water layer to 7 and extract with the organic solvent. Combine the organic layers, dry over 3a molecular sieves and evaporate to a solid. Purify on an SCX column, eluting with 2N ammonia/methanol to give 16 mg (30%) of the title compound.
The synthetic route of 3-Iodo-4-methoxybenzoic acid has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ELI LILLY AND COMPANY; WO2005/73205; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com