Acetonitrile → (2S)-3-(2-(3-chlorophenyl)morpholino)-1,1,1-trifluoropropan-2-ol

Participants

Reaction Steps

In a 50 mL round-bottomed flask, 2-(3-chlorophenyl)morpholine hydrochloride (OChem., Lot #100301A1, 200 mg, 854 μmol) and DIEA (265 mg, 358 μl, 2.05 mmol) were combined with acetonitrile (2.5 ml) to give an off-white suspension. (S)-2-(trifluoromethyl)oxirane (287 mg, 2.56 mmol) was added. The reaction mixture was stirred at room temperature for 48 h. Reaction was complete by LCMS (MH+=310). The reaction mixture was poured into 50 mL H2O and extracted with diethyl ether/dichloromethane 10:1 (3×50 mL). The organic layers were combined, washed with saturated NaCl (1×50 mL), dried over MgSO4 and concentrated in vacuo to afford 218 mg (82% yield) of (2S)-3-(2-(3-chlorophenyl)morpholino)-1,1,1-trifluoropropan-2-ol as an amber oil. (MH+=310).

Provenance & Evidence