Hydrochloric Acid → (S)-(4-benzylmorpholin-2-yl)methanol

Participants

Reaction Steps

2-(benzylamino)ethanol 38.3 ml (270.22 mmnol) and (R)-2-(chloromethyl)oxirane 25 g (270.22 mmnol) were dissolved in H2O/IPA (26 ml+26 ml), and stirred at room temperature overnight. After that, 130 ml of Et3NOH (35%) dissolved in water was slowly dropped over 1 hour, and stirred at room temperature for 3 hours. After the completion of the reaction, the reaction mixture was adjusted to pH 9 with 1 N HCl, followed by extraction using H2O and EA, drying (Na2SO4), filtration, and concentration under reduced pressure, and the residue was purified by column chromatography (EA:Hex=1:1), to give (S)-(4-benzylmorpholin-2-yl)methanol as a colorless oil (50%).

Provenance & Evidence