Potassium Hydroxide → HCID 58230579, compound

Participants

Reaction Steps

A mixture of tert-butyl 1′-[[4-[[4-(3-ethoxy-3-oxo-propyl)-3-fluoro-phenoxy]methyl]phenyl]methyl]spiro[indoline-3,4′-piperidine]-1-carboxylate (0.32 g, 0.53 mmol) and KOH (0.148 g, 2.65 mmol) in ethanol:water (3:1, 4 mL) is stirred at room temperature for 16 hours. The reaction mixture is evaporated to dryness. The residue is re-dissolved in water (8 mL), cooled to 0° C., acidified with 1.5 N HCl to pH˜6, and extracted with EtOAc (3×15 mL). The combined organic layer is washed with water (15 mL) and saturated brine solution (15 mL), dried with a drying agent, filtered, and evaporated to dryness to give the title compound as an off-white solid (0.22 g, 72.1%). ESI/MS m/z 575.6 (M+H)+.

Provenance & Evidence