Water → (S)-4-Benzyl-2-(4-fluorophenyl)morpholine

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere, drop-wise add a solution of (6S)-4-benzyl-6-(4-fluorophenyl) morpholin-3-one (625 g, 2.19 mol) in THF (22 L) to lithium aluminum hydride in THF (1M in THF, 5.0 L, 5 mol) while maintaining the temperature at 20° C. Heat the mixture to 70° C. and stir for 1.5 h. Cool the mixture to 0° C. and add H2O (200 mL) to quench the reaction, followed by aqueous NaOH (4 M, 1.25 L), then add more H2O (600 mL). Stir the resulting mixture for 30 min; filter; and rinse the solid with EtOAc (10 L). Collect the filtrate and concentrate it under reduced pressure to provide the title compound (561 g, 94%). MS (m/z): 272 (M+1).

Provenance & Evidence