Dabco → HCID 15252135, compound

Participants

Reaction Steps

2,2,2-Trifluoroethyl triflate (10.0 g, 43.1 mmol) was added slowly to a stirred, freshly-prepared solution of 1,4-diazabicyclo[2,2,2]octane (7.0 g, 62.5 mmol) in dichloromethane (50 cm3). The reaction mixture was stirred for 2 hours then filtered to remove a white precipitate, which was recrystallized from an ethanol-diethyl ether mixture to provide 1-(2,2,2-trifluoroethyl)-4-aza-1-azoniabicyclo [2,2,2]octane triflate (8.3 g, 24.1 mmol, 56%) (Found: C, 31.2; H, 3.8; N, 7.9%. Calc. C, 31.4; H, 4.1; N, 8.1%). m.p. 123°-125° C., δF (soln. in D2O; ext. CF3CO2H ref.) -0.2 (s; CF3SO3-) 17.8 (t, 3JHF 9 Hz; CF3CH2) p.p.m., δH (same solution) 3.30 (t; 3×ring CH2), 3.72 (t; 3×ring CH 2), 4.36 (q, 3JHF 9 Hz; CH2CF3) p.p.m.

Provenance & Evidence