Acetic Acid → HCID 59815626, compound

Participants

Reaction Conditions

Reaction Steps

Alternatively, the nitro derivative was prepared as follows: 3,4-Difluoronitro phenol (3 g, 18.7 mmol) and 3-hydroxy-1-methylpiperidine (2.5 g, 19.3 mmol) were dissolved in dry THF (100 mL) under nitrogen. Sodium hydride (60%, 1 g, 25 mmol) was slowly added under positive nitrogen pressure. The resulting light yellow solution was heated at 60° C. for 2.5 h. The dark-red solution was left to cool to room temperature and quenched with a solution of acetic acid (0.3 mL, 5.2 mmol) in methanol (10 mL). Solvent was removed under reduced pressure to yield an orange solid that was purified by column chromatography using DCM: MeOH (75: 25) as eluent to yield 3-(2-fluoro-4-nitro phenoxymethyl)-1-methylpiperidine as an orange oil.

Provenance & Evidence