Synthesis
L-alanine (3.56 g, 0.04 mol) was dissolved in ethanol (30 mL) at -5 °C and thionyl chloride (3.6 mL) was added slowly and dropwise, keeping stirring. Subsequently, the reaction mixture was warmed up to 78 °C and the reaction was refluxed in ethanol for 1.5 hours. Upon completion of the reaction, the solvent was removed by vacuum distillation to afford L-alanine ethyl ester hydrochloride (2a) in over 80% yield. The physical constants of the product 2a were in agreement with the data reported in literature [24].
References
[1] Chemical Communications, 2011, vol. 47, # 26, p. 7347 - 7349
[2] Dalton Transactions, 2015, vol. 44, # 3, p. 1170 - 1177
[3] Tetrahedron, 1999, vol. 55, # 11, p. 3337 - 3354
[4] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 8, p. 1942 - 1944
[5] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1994, # 7, p. 1455 - 1462