Sodium Hydroxide → Ammonium Hydroxide

Participants

Reaction Steps

1-{4-[5-phenyl-4-(2,2,2-trifluoroethoxymethyl)-oxazol-2-yl]-piperidin-1-yl}-ethanone, prepared as in Part A, is redissolved in MeOH (450 ml) and treated with a solution of NaOH (56 g, 1412 mmol) in water (150 ml). After heating at 70 C for 20 hours, the reaction mixture is concentrated and the residue partitioned between EtOAc and water. The aqueous phase is reextracted six times with EtOAc, and the combined organic phases washed with saturated brine, dried (Na2SO4) and concentrated to a yellow oil which is purified by chromatography on silica using 10% MeOH: 89% CH2Cl2 : 1% NH4OH to afford the title compound as a yellow solid.

Provenance & Evidence