2,2,2-Trifluoroethylamine hydrochloride

WHITE TO LIGHT YELLOW CRYSTALLINE POWDER

Add 100 g to a three-necked flaskEthanol and 33 gTrifluoroethylamine, At temperatures below 25 ° C, 35 g of saturated hydrochloric acid solution was slowly added dropwise, After the drop was completed, the temperature was raised to 50 ° C for one hour.The reaction solution in the system after the vacuum of 0.98MPa, The control temperature is 45 ± 5 ° C, After 5 hours of distillation under reduced pressure, the water and ethanol were removed, To give trifluoroethylamine hydrochloride 43. 5 g, The product yield was 96. 30percent. The obtained trifluoroethylamine hydrochloride was a white powdery crystalline solid, The water content was 0.13percent.c. 9-(4-bromo-butyl)-9H-fluorene-9-carboxylic Acid-(2, 2, 2-trifluoro-ethyl)-amide 23 g (0.063 mol) of 9-(4-bromo-butyl)-9H-fluorene-9-carboxylic acid chloride are added dropwise to a solution of 9.35 g (0.069 mol) of 2, 2, 2-trifluoroethylamine-hydrochloride and 26 ml (0.188 mol) of triethylamine in 550 ml of dichloromethane at 0 C. under nitrogen and stirred for 2 hours at ambient temperature. The reaction mixture is extracted twice each with water, 1N hydrochloric acid and sodium hydrogen carbonate solution. The organic phase is dried over sodium sulphate and the solvent is distilled off. The product is purified by column chromatography on silica gel (eluant: cyclohexane/ethyl acetate=8:1). Yield: 15.8 g (58.6% of theory), Melting point: 172 C.EXAMPLE III 9-(4-bromo-butyl)-9H-fluorene-9-carboxylic acid-(2, 2, 2-trifluoro-ethyl)-amide 23 g (0.063 mol) of 9-(4-bromo-butyl)-9H-fluorene-9-carboxylic acid chloride are added dropwise to a solution of 9.35 g (0.069 mol) of 2, 2, 2-trifluoroethylamine-hydrochloride and 26 ml (0.188 mol) of triethylamine in 550 ml of dichloromethane at 0 C. under nitrogen and stirred for 2 hours at ambient temperature. The reaction mixture is extracted twice with water, 1N hydrochloric acid and sodium hydrogen carbonate solution. The organic phase is dried over sodium sulphate and the solvent is distilled off. The product is purified by column chromatography on silica gel (eluant: cyclohexane/ethyl acetate=8:1). Yield: 15.8 g (58.6% of theory), melting point: 172 C.c. 9-(4-bromo-butyl)-9H-fluorene-9-carboxylic acid-(2, 2, 2-trifluoroethyl)-amide 23 g (0.063 mol) of 9-(4-bromo-butyl)-9H-fluorene-9-carboxylic acid chloride are added dropwise at 0 C. under nitrogen to a solution of 9.35 g (0.069 mol) of 2, 2, 2-trifluoroethylamine-hydrochloride and 26 ml (0.188 mol) of triethylamine in 550 ml of dichloromethane and stirred for 2 hours at ambient temperature. The reaction mixture is extracted twice with water, 1N hydrochloric acid and sodium hydrogen carbonate solution. The organic phase is dried over sodium sulphate and the solvent is distilled off. Purification is by column chromatography on silica gel (eluant: cyclohexane/ethyl acetate=8:1). Yield: 15.8 g (58.6% of theoretical), Melting point: 172 C.To a solution of above obtained acid (60 g, 173 mmol) and DIVIF (100 1iL) inCH2C12 (600 mL) under argon at 00 C. was added oxalyl chloride (104 mL, 2.OM inCH2C12, 208 mmol) drop wise. The reaction was stined at 0C. for 10 mm, then warmed to RT and stined for 1.5 h. The reaction was concentrated to give the crude acid chloride as yellow oil. To a suspension of

Molecular Weight:135.51
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Exact Mass:135.0062613
Monoisotopic Mass:135.0062613
Topological Polar Surface Area:26
Heavy Atom Count:7
Complexity:38.5
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes