Dimethyl Sulfide → Tapentadol

Participants

Reaction Conditions

Reaction Steps

Accordingly the compound (2R,3R)-3-(3-methoxyphenyl)-N,N,2-trimethylpentan-1-amine of Formula-VII was taken in pre cooled methanesulfonic acid and stirred at 0-10° C. Charged dimethyl sulfide to the reaction solution and raised the temperature of the reaction to 55-60° C. Maintained the reaction at 55-60° C. for 2-3 hours and cooled the reaction to 20-30° C. Quenched the reaction mass in ice cold water and extracted the reaction solution with toluene. Separated the aqueous layer and adjusted the pH to 9-10 with dilute aqueous sodium hydroxide solution. Extracted the aqueous layer with toluene and separated the toluene layer. Concentrated the solvent under reduced pressure to isolate the compound 3-[(2R,3R)-1-(dimethylamino)-2-methylpentan-3-yl]phenol of Formula-I.

Provenance & Evidence