Triphenylphosphine → HCID 86624650, compound

Participants

Reaction Steps

4-[4-(1,1,2,2-tetrafluoroethoxy)phenoxy]piperidine was prepared as follows: Diisopropyl azodicarboxylate (2.25 mL) was added to a solution of 4-(1,1,2,2-tetrafluoroethoxy)phenol (2.0 g), tert-butyl 4 hydroxypiperidine-1-carboxylate (2.3 g) and triphenylphosphine (3.5 g) in dichloromethane (30 mL). The reaction mixture was stirred at ambient temperature for 18 hours and then concentrated at reduced pressure. This resulting mixture was purified by silica column chromatography, eluting with a gradient of 0 to 15% ethyl acetate in hexane to give the tert-butyl 4-[4-(1,1,2,2-tetrafluoroethoxy)phenoxy]piperidine-1-carboxylate as a light green oil (3.3 g); NMR Spectrum: (DMSOd6) 1.39 (s, 9H), 1.43-1.57 (m, 2H), 1.82-1.95 (m, 2H), 3.09-3.24 (m, 2H), 3.56-3.70 (m, 2H), 4.47-4.59 (m, 1H), 6.73 (tt, 1H), 7.03 (d, 2H), 7.16 (d, 2H).

Provenance & Evidence