Potassium Hydroxide → 1-[4-(2-Hydroxyethoxy)phenyl]-2-(methylamino)ethanol

Participants

Reaction Steps

5-[4-(2-{[tert-butyl(dimethyl)silyl]oxy}ethoxy)phenyl]-3-methyl-1,3-oxazolidin-2-one (0.66 g, 1.87 mmol) and potassium hydroxide (4M aqueous solution, 1.4 mL, 5.61 mmol) dissolved in ethanol (8 mL) is refluxed for 2.5 h and then stirred at room temperature for 16 h. Reaction mixture is concentrated under reduced pressure, water (5 mL) is added and the mixture is extracted with chloroform:methanol (9:1) (5×10 mL). The combined organic layers are dried over magnesium sulfate and concentrated to provide a residual oil. This oil is triturated with ether to provide a white solid (0.28 g).

Provenance & Evidence