4-[4-(Trifluoromethoxy)phenoxy]pyridine → 4-[4-(Trifluoromethoxy)phenoxy]piperidine

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Reaction Steps

After 4-[4-(Trifluoromethoxy)phenoxy]pyridine (2.00 g) was dissolved in acetic acid (20 mL) and platinum(IV) oxide (200 mg) was added. The resulting mixture was stirred under 4 atms of atmosphere of hydrogen at 23-30° C. for 12 hr. The reaction mixture was filtered to remove the catalyst followed by concentration in vacuo to give 3.32 g of yellow oily crude product. The crude product was dissolved in toluene (100 mL) and was washed three times with 10 w/v % NaOHaq (50 mL×3) and then was washed three times with water (50 mL×3). The organic layer was condensed under reduced pressure to give 675 mg (33.0% yield) of a pale yellow crystal target compound.

Provenance & Evidence