127264-14-6, The synthetic route of 127264-14-6 has been constantly updated, and we look forward to future research findings.
With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.127264-14-6,5-(2-Bromoethyl)-2,3-dihydrobenzofuran,as a common compound, the synthetic route is as follows.
Example 9:Preparation of darifenacin hydrochloride:To 3-(S)-(+)-(l-carbamoyl-l,l-diphenyl methyl) pyrrolidine tartrate (100 grams) taken in water (500 ml), a solution of aqueous sodium hydroxide was added till the pH reached 14. The reaction mixture was stirred for 20 min at 25-300C, sodium chloride(150 grams) was added to it and stirred further for 20min. The reaction mixture was heated to 55-600C and extracted with toluene. The toluene layer was washed with 5percent sodium chloride solution and the solvent distilled off under reduced pressure. The residue was dissolved in acetonitrile, 5-(2-bromoethyl) 2,3-dihydrobenzofuran (66 grams dissolved in 800 ml acetonitrile) and potassium hydroxide (13 grams) was added to it.The reaction mixture was heated to 40-500C and stirred for 18 hrs. The reaction mixture was cooled to 25-30¡ãC and filtered. The acetonitrile solvent was distilled off under reduced pressure. The residue was dissolved in acetone, cooled to 0-5 ¡ãC and hydrochloric acid (36 ml) was added to it. The temperature was raised to 25-30¡ãC and stirred for 12 hrs. The reaction mixture was cooled to 0-5¡ã C, the solid obtained was filtered, washed with acetone and dried. It was purified using methanol and acetone to provide the title compound as a white solid. Yield: 75 grams Example 11:Preparation of darifenacin hydrobromide:To 3 -(S)-(+)-(l -carbamoyl -1,1 diphenyl methyl) pyrrolidine tartrate (100 grams) taken in water (500 ml), a solution of aqueous sodium hydroxide was added till the pH reached 14. The reaction mixture was stirred for 20 min at 25-30¡ãC and sodium chloride(150 grams) was added to it and stirred for 20min. The reaction mixture was heated to55-6O0C and extracted with toluene. The toluene layer was washed with 5percent sodium chloride solution and the solvent distilled off under reduced pressure. The residue was dissolved in acetonitrile, 5-(2-bromoethyl)-2,3-dihydrobenzofuran (66 grams dissolved in 800 ml acetonitrile) and potassium hydroxide (13 grams) was added to it. The reaction mixture was heated to 40-50¡ãC and stirred for 18 hrs. The reaction mixture was cooled to 25-30¡ãC and filtered. The acetonitrile solvent was distilled off under reduced pressure. The residue was dissolved in acetone, cooled to 0-5¡ãC and hydrobromic acid (36 ml) was added to it. The temperature was raised to 25-30¡ãC and stirred for 12 hrs. The reaction mixture was cooled to 0-5¡ã C, the solid obtained was filtered, washed with acetone and dried. It was purified using methanol and acetone to provide the title compound as a white solid.Yield: 75 gramsSOR: +45 (C=I, dichloromethane)
127264-14-6, The synthetic route of 127264-14-6 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; VENKATESH, Mummadi; WO2008/126106; (2008); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem