Ammonium Hydroxide → HCID 22475634, compound

Participants

Reaction Steps

To a stirred solution of 1-benzyl-4-piperidone (1.3 mL, 7.0 mmol) and 2-(4-aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (Oakwood, 2.0 g, 7.7 mmol) in glacial acetic acid (6.6 mL) was added trimethylsilyl cyanide (0.9 mL, 7.0 mmol) over 5 minutes. After 30 minutes, the reaction was poured in to a mixture of ice (6.5 g) and NH4OH (6.5 mL). Additional NH4OH was added until pH=10. The product was extracted with CH2Cl2 (3×), then washed with brine, dried (Na2SO4), and concentrated to afford the title compound as an off-white solid (3.4 g, quantitative yield). MS (ES+) m/z 458 (MH+).

Provenance & Evidence