反应详情

A mixture of 3,3-dimethylbutanal (0.64 g, 6.0 mmol), 3,3,3-trifluoropropan-1-amine hydrochloride (Oakwood) (0.9 g, 6.0 mmol), 2 g of 4 Å (8-12 mesh beads) molecular sieves, and triethylamine (0.84 mL, 6.0 mmol) in 9 mL of dry acetonitrile was stirred for 20 hours at ambient temperature. The mixture was filtered through Celite and washed with 8 mL of acetonitrile. Potassium thiocyanate (0.78 g, 8.0 mmol) was added and the mixture warmed to 50° C. Iodine (1.5 g, 6.0 mmol) was added and the reaction stirred at 50° C. for 6 hours. To the mixture 10 mL of 20% Na2S2O5 was added, and stirring continued for 30 minutes. The organic layer was separated, dried with Na2SO4, filtered, and the solvent removed under reduced pressure. The resulting solid was used without further purification. 1H NMR (500 MHz, ACETONITRILE-D3) δ ppm 1.30 (s, 9H), 2.72-2.84 (m, 2H), 4.28 (t, J=6.87 Hz, 2H), 6.92 (s, 1H). MS (DCI/NH3) m/z 253.0 (M+H)+.

1. filtrationThe mixture was filtered through Celite
2. washwashed with 8 mL of acetonitrile
3. temperaturethe mixture warmed to 50° C
4. stirringthe reaction stirred at 50° C. for 6 hours
5. stirringstirring
6. waitcontinued for 30 minutes
7. customThe organic layer was separated
8. dry with materialdried with Na2SO4
9. filtrationfiltered
10. customthe solvent removed under reduced pressure
11. customThe resulting solid was used without further purification