ChemicalBook CAS DataBase List Ethyl 2-aminopropanoate hydrochloride

Ethyl 2-aminopropanoate hydrochloride synthesis

5synthesis methods

Product Name:Ethyl 2-aminopropanoate hydrochloride
CAS Number:617-27-6
Molecular formula:C5H12ClNO2
Molecular Weight:153.61

64-17-5

302-72-7

617-27-6

The general procedure for the synthesis of ethyl 2-aminopropionate hydrochloride from ethanol and DL-alanine was as follows: commercially available DL-alanine (5.00 g, 56.12 mmol) was dissolved in 150 mL of anhydrous ethanol, 5 mL of 37% concentrated hydrochloric acid was added, and the mixture was refluxed for 5 hours. After completion of the reaction, the solvent was removed by evaporation and the resulting colorless oily residue was vacuum dried to give the target product in 92% yield. The product was characterized by 1H NMR (CDCl3): δ 1.05 (t, 3H, J=7.07Hz, -OCH2CH3), 1.45 (d, 3H, J=7.25Hz, -CHCH3), 3.48 (q, 2H, J=7.07Hz, -OCH2CH3), and 4.02 ppm (q, 1H, J=7.25Hz, - CHCH3). High-resolution mass spectrometry (HRMS, ESI, 140 eV) analysis showed that the m/z [M+H+] calculated value for C5H12NO2 was 118.0868 and the measured value was 118.0794.

302-72-7 Synthesis

302-72-7
657 suppliers
$8.00/100g

617-27-6
199 suppliers
$10.00/5g

Yield: 91%

Reaction Conditions:

in ethanol

Steps:

II N-Chloroacetyl alanine ethyl ester
N-Chloroacetyl alanine ethyl ester The procedure of C. S. Marvel and W. A. Noyes, J. Amer. Chem. Soc., 42, 2265 (1920) was followed. Thirty grams (0.34 mole) of alanine was suspended in 150 ml of ethyl alcohol in a reaction flask and anhydrous hydrogen chloride gas was passed into the mixture at an initial temperature of 25° C. Addition was continued until 50 g (1.4 moles) of gas had been added. The temperature rose to 65° C. over the course of the addition. After addition was complete, the mixture was heated at reflux for 3.5 hours. During this time there was formation of a solid. Upon cooling, the solid separated and was removed by filtration to give 47.5 g of alanine ethyl ester hydrochloride (91% yield).

References:

Stauffer Chemical Company US4361439, 1982, A

64-17-5 Synthesis

64-17-5
758 suppliers
$10.00/50g

302-72-7 Synthesis

302-72-7
657 suppliers
$8.00/100g

617-27-6
199 suppliers
$10.00/5g

References