A method for one-step synthesis of α-amino acid esters by catalytic oxidation
A technology of catalytic oxidation of ester compounds, applied in the preparation of organic compounds, chemical instruments and methods, cyanide reaction preparation, etc., can solve the problems of not easy to obtain raw materials, etc., achieve good industrial application prospects, easy to obtain, and environmentally friendly Effect
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Embodiment 1
[0053] Add 0.25 mmol N-methylaniline, 0.5 mmol vinyl ethyl ether, 5mol% Pd(OAc) relative to the amount of N-methylaniline in the reaction flask 2 , 1 mmol of hydrogen peroxide, 1 ml of N,N-dimethylformamide, under air conditions, 40 ° C stirring reaction for 12 hours, stop heating and stirring, cool to room temperature, vacuum distillation to obtain the crude product, and then through Separation and purification by column chromatography gave the α-amino acid ester compound as the target product. The column chromatography eluent used was petroleum ether:ethyl acetate=20:1 (volume ratio), and the yield was 32%.
Embodiment 2
[0055] Add 0.25 mmol N-methylaniline, 0.5 mmol vinyl ethyl ether, 5mol% Pd(OAc) relative to the amount of N-methylaniline in the reaction flask 2 , 1 mmol of hydrogen peroxide, 1 ml of N,N-dimethylformamide, under air conditions, stirred at 100°C for 12 hours, stopped heating and stirring, cooled to room temperature, and distilled under reduced pressure to obtain the crude product, and then passed Separation and purification by column chromatography yielded α-amino acid ester compounds, namely the target product. The eluent used in column chromatography was petroleum ether: ethyl acetate = 20:1 (volume ratio), and the yield was 44%.
Embodiment 3
[0057] Add 0.25 mmol N-methylaniline, 0.5 mmol vinyl ethyl ether, 5mol% Pd(OAc) relative to the amount of N-methylaniline in the reaction flask 2 , 1 mmol hydrogen peroxide, 1 ml 1,4-dioxane, under air condition, 60 ° C stirring reaction for 12 hours, stop heating and stirring, cool to room temperature, vacuum distillation to obtain the crude product, and then pass through the column Chromatographic separation and purification gave the α-amino acid ester compound as the target product. The column chromatography eluent used was petroleum ether:ethyl acetate=20:1 (volume ratio), and the yield was 61%.
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