methyl 3-(2-phenylethylamino)propanoate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: N-Phenethyl-β-alanine methyl ester (80.2 g) is dissolved in methanol (150 ml), and thereto is added dropwise diketene (32 ml) under ice-cooling. The mixture is stirred at room temperature for 1 hour and then distilled to remove the solvent. The residue is dissolved in methanol (100 ml), and the solution is added dropwise to a solution of sodium methoxide [prepared from metal sodium (9.8 g) and methanol (150 ml)], and the mixture is stirred at room tempeature for 2 hours. After the reaction, the solvent is distilled off, and to the residue is added ice-water. The mixture is extracted with ethyl acetate, and the aqueous layer is acidified with conc. hydrochloric acid and then is extracted with ethyl acetate. The ethyl acetate extract is washed with water, dried and then distilled to remove the solvent to give 1-phenethyl-3-acetyl-2,4-dioxopiperidine (95.3 g, 95%) as a colorless oily substance. cooling distilled to remove the solvent The residue is dissolved in methanol (100 ml) the solution is added dropwise to a solution of sodium methoxide [prepared from metal sodium (9.8 g) and methanol (150 ml)] the mixture is stirred at room tempeature for 2 hours After the reaction the solvent is distilled off to the residue is added ice-water The mixture is extracted with ethyl acetate is extracted with ethyl acetate The ethyl acetate extract is washed with water dried distilled to remove the solvent

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Phenethylamine (121 g) is dissolved in methanol (500 ml) and thereto is added dropwise methyl acrylate (86 g) at room temperature. The mixture is stirred for 4 hours and then distilled to remove the solvent to give N-phenethyl-β-alanine methyl ester (157.8 g, 76%), b.p. 124°-127° C. (1.2 mmHg). distilled to remove the solvent

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Phenethylamine (121 g) is dissolved in methanol (500 ml) and thereto is added dropwise methyl acrylate (86 g) at room temperature. The mixture is stirred for 4 hours and then distilled to remove the solvent to give N-phenethyl-β-alanine methyl ester (157.8 g, 76%), b.p. 124°-127° C. (1.2 mmHg). distilled to remove the solvent

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: N-Phenethyl-β-alanine methyl ester (80.2 g) is dissolved in methanol (150 ml), and thereto is added dropwise diketene (32 ml) under ice-cooling. The mixture is stirred at room temperature for 1 hour and then distilled to remove the solvent. The residue is dissolved in methanol (100 ml), and the solution is added dropwise to a solution of sodium methoxide [prepared from metal sodium (9.8 g) and methanol (150 ml)], and the mixture is stirred at room tempeature for 2 hours. After the reaction, the solvent is distilled off, and to the residue is added ice-water. The mixture is extracted with ethyl acetate, and the aqueous layer is acidified with conc. hydrochloric acid and then is extracted with ethyl acetate. The ethyl acetate extract is washed with water, dried and then distilled to remove the solvent to give 1-phenethyl-3-acetyl-2,4-dioxopiperidine (95.3 g, 95%) as a colorless oily substance. cooling distilled to remove the solvent The residue is dissolved in methanol (100 ml) the solution is added dropwise to a solution of sodium methoxide [prepared from metal sodium (9.8 g) and methanol (150 ml)] the mixture is stirred at room tempeature for 2 hours After the reaction the solvent is distilled off to the residue is added ice-water The mixture is extracted with ethyl acetate is extracted with ethyl acetate The ethyl acetate extract is washed with water dried distilled to remove the solvent

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Phenethylamine (121 g) is dissolved in methanol (500 ml) and thereto is added dropwise methyl acrylate (86 g) at room temperature. The mixture is stirred for 4 hours and then distilled to remove the solvent to give N-phenethyl-β-alanine methyl ester (157.8 g, 76%), b.p. 124°-127° C. (1.2 mmHg). distilled to remove the solvent