methyl 3-[methyl(pentyl)amino]propanoate

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:24.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 68.8 g (367.4 mmol) N-methyl-N-pentyl-β-alanine methyl ester was hydrolyzed by refluxing with 138 ml water. Then the water is partly distilled off and 83 ml (472.7 mmol) hydrochloric acid (19%) was added. Water was distilled off again and 230 ml methyl ethyl ketone was added to remove residual water by azeotropic distillation. The reaction mixture was then cooled to 24° C. The crystallized product was separated and washed with methyl ethyl ketone and subsequently dried in vacuo. 63.7 g (82.7%) N-methyl-N-pentyl-β-alanine hydrochloride were obtained. Then the water is partly distilled off Water was distilled off again 230 ml methyl ethyl ketone was added to remove residual water by azeotropic distillation The crystallized product was separated washed with methyl ethyl ketone subsequently dried in vacuo

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

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

実験手順: 68.8 g (367.4 mmol) N-methyl-N-pentyl-β-alanine methyl ester was hydrolyzed by refluxing with 138 ml water. Water was distilled off and 300 ml diethyl carbonate were added, followed by azeotropic distillation of diethyl carbonate/water (30 ml) to remove residual water. About 290 ml of a diethyl carbonate solution containing 63 g N-methyl-N-pentyl-β-alanine was obtained which could directly be used for the subsequent bisphosphorylation step. Water was distilled off 300 ml diethyl carbonate were added followed by azeotropic distillation of diethyl carbonate/water (30 ml) to remove residual water About 290 ml of a diethyl carbonate solution containing 63 g N-methyl-N-pentyl-β-alanine was obtained which

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

実験手順: 106 g (1.05 mol) N-methyl-N-pentylamine was added to cooled methanol of a temperature of 0-5° C. 108 g (1.25 mol) methyl acrylate was added to the solution and the mixture was stirred at room temperature for 8 hours. Then methanol was distilled off in vacuo and the residue was purified by distillation to obtain 188.6 g N-methyl-N-pentyl-β-alanine methyl ester (96.1%) Then methanol was distilled off in vacuo the residue was purified by distillation

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

実験手順: 106 g (1.05 mol) N-methyl-N-pentylamine was added to cooled methanol of a temperature of 0–5° C. 108 g (1.25 mol) methyl acrylate was added to the solution and the mixture was stirred at room temperature for 8 hours. Then methanol was distilled off in vacuo and the residue was purified by distillation to obtain 188.6 g N-methyl-N-pentyl-β-alanine methyl ester (96.1%) Then methanol was distilled off in vacuo the residue was purified by distillation

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

実験手順: The hydrolysis can be performed by refluxing the N-methyl-N-pentyl-β-alanine methyl ester in a diluted mineral acid, but can also be performed by refluxing in water at least until no ester can be detected any further. Formation of the hydrohalogenide such as the hydrobromide or the hydrochloride, preferably of the hydrochloride (X═Cl) can be effected by addition of an aqueous solution of the appropriate mineral acid. The resulting N-methyl-N-pentyl-β-alanine hydrohalogenide, e.g., hydrochloride, can be isolated by distilling of the water and by a crystallization of the residue in a suitable solvent such as toluene/acetone or methyl ethyl ketone, preferably in methyl ethyl ketone. The hydrolysis