2,2-difluoroethyl acetate

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: One equivalent difluoroethylacetate and one equivalent dodecylamine stirred at room temperature in acetonitrile 16 hours. The solvent is removed to give a white wax, which is chromatographed on silica gel in CHCl3 /EtOAc (15:1), Rf =0.7. NMR (CDCl3, δ) 7.2 b-s (1H); 5.9 g (2H) J=26; 3.35 m (2H); 1.3 s (20H); 0.9 m (3H). Other compounds prepared this way, with similar NMR, acceptable Mass Spectra and TLC: N-propyl-difluoroacetamide. The solvent is removed to give a white wax, which is chromatographed on silica gel in CHCl3 /EtOAc (15:1), Rf =0.7 1.3 s (20H) Other compounds prepared this way

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: One equivalent difluoroethylacetate and one equivalent dodecylamine stirred at room temperature in acetonitrile 16 hours. The solvent is removed to give a white wax, which is chromatographed on silica gel in CHCl3 /EtOAc (15:1), Rf =0.7. NMR (CDCl3, δ) 7.2 b-s (1H); 5.9 g (2H) J=26; 3.35 m (2H); 1.3 s (20H); 0.9 m (3H). Other compounds prepared this way, with similar NMR, acceptable Mass Spectra and TLC: N-propyl-difluoroacetamide. The solvent is removed to give a white wax, which is chromatographed on silica gel in CHCl3 /EtOAc (15:1), Rf =0.7 1.3 s (20H) Other compounds prepared this way

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Under a nitrogen atmosphere, 46.7 g (1.168 mol) of sodium hydride (60% dispersion in paraffin) were added to 600 ml of tetrahydrofuran. A mixture of 125 g (1.008 mol) of difluoroethyl acetate and 88.7 g (1.010 mol) of ethyl acetate was added dropwise at 35° C., while the temperature was kept below 40° C. The mixture was then further stirred at room temperature overnight. The reaction mixture was carefully poured into 1.7 l of ice water and the pH adjusted to pH 3 by addition of sulphuric acid. The mixture was extracted twice, each time with 500 ml of methyl tert-butyl ether, and the combined organic phases were washed twice with saturated sodium chloride solution, dried over sodium sulphate, concentrated at 40° C. and 150 mbar and distilled at 60 mbar (Vigreux column). The product was obtained at 85-87° C. as a colourless liquid (104 g, 62% of theory with a purity of >99% (GC)). was added dropwise at 35° C., while the temperature was kept below 40° C The mixture was extracted twice each time with 500 ml of methyl tert-butyl ether, and the combined organic phases were washed twice with saturated sodium chloride solution dried over sodium sulphate concentrated at 40° C. 150 mbar and distilled at 60 mbar (Vigreux column) The product was obtained at 85-87° C. as a colourless liquid (104 g, 62% of theory with a purity of >99% (GC))

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Under a nitrogen atmosphere, 46.7 g (1.168 mol) of sodium hydride (60% dispersion in paraffin) were added to 600 ml of tetrahydrofuran. A mixture of 125 g (1.008 mol) of difluoroethyl acetate and 88.7 g (1.010 mol) of ethyl acetate was added dropwise at 35° C., while the temperature was kept below 40° C. The mixture was then further stirred at room temperature overnight. The reaction mixture was carefully poured into 1.7 l of ice water and the pH adjusted to pH 3 by addition of sulphuric acid. The mixture was extracted twice, each time with 500 ml of methyl tert-butyl ether, and the combined organic phases were washed twice with saturated sodium chloride solution, dried over sodium sulphate, concentrated at 40° C. and 150 mbar and distilled at 60 mbar (Vigreux column). The product was obtained at 85-87° C. as a colourless liquid (104 g, 62% of theory with a purity of >99% (GC)). was added dropwise at 35° C., while the temperature was kept below 40° C The mixture was extracted twice each time with 500 ml of methyl tert-butyl ether, and the combined organic phases were washed twice with saturated sodium chloride solution dried over sodium sulphate concentrated at 40° C. 150 mbar and distilled at 60 mbar (Vigreux column) The product was obtained at 85-87° C. as a colourless liquid (104 g, 62% of theory with a purity of >99% (GC))

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Under nitrogen, 46.7 g (1.168 mol) of sodium hydride (60% dispersion in paraffin) were added to 600 ml of tetrahydrofuran. At 35° C. a mixture of 125 g (1.008 mol) of difluoroethyl acetate and 88.7 g (1.010 mol) of ethyl acetate was added dropwise while the temperature was maintained at below 40° C. This was followed by further stirring at room temperature overnight. The reaction mixture was carefully poured into 1.7 L of ice-water and adjusted to pH 3 with sulphuric acid. The reaction mixture was extracted twice with 500 ml of methyl tert-butyl ether each time, the combined organic phases were washed twice with saturated sodium chloride solution, dried over sodium sulphate and concentrated at 40° C. and 150 mbar before distillation at 60 mbar (Vigreux column). The product was obtained at 85-87° C. as a colourless liquid (104 g, 62% of theory having a purity of >99% (GC)). was added dropwise while the temperature was maintained at below 40° C The reaction mixture was extracted twice with 500 ml of methyl tert-butyl ether each time the combined organic phases were washed twice with saturated sodium chloride solution dried over sodium sulphate concentrated at 40° C. 150 mbar before distillation at 60 mbar (Vigreux column) The product was obtained at 85-87° C. as a colourless liquid (104 g, 62% of theory

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Under nitrogen, 46.7 g (1.168 mol) of sodium hydride (60% dispersion in paraffin) were added to 600 ml of tetrahydrofuran. At 35° C. a mixture of 125 g (1.008 mol) of difluoroethyl acetate and 88.7 g (1.010 mol) of ethyl acetate was added dropwise while the temperature was maintained at below 40° C. This was followed by further stirring at room temperature overnight. The reaction mixture was carefully poured into 1.7 L of ice-water and adjusted to pH 3 with sulphuric acid. The reaction mixture was extracted twice with 500 ml of methyl tert-butyl ether each time, the combined organic phases were washed twice with saturated sodium chloride solution, dried over sodium sulphate and concentrated at 40° C. and 150 mbar before distillation at 60 mbar (Vigreux column). The product was obtained at 85-87° C. as a colourless liquid (104 g, 62% of theory having a purity of >99% (GC)). was added dropwise while the temperature was maintained at below 40° C The reaction mixture was extracted twice with 500 ml of methyl tert-butyl ether each time the combined organic phases were washed twice with saturated sodium chloride solution dried over sodium sulphate concentrated at 40° C. 150 mbar before distillation at 60 mbar (Vigreux column) The product was obtained at 85-87° C. as a colourless liquid (104 g, 62% of theory