Chemical Properties
clear colorless to very slightly yellow liquid
Uses
Ethyl 2-Bromopropionate is an intermediate in the synthesis of organic compounds and pharmaceuticals.
Uses
Its an important organic intermediate can be used in agrochemical, pharmaceutical synthesis and dyestuff field.
Synthesis
General procedure for the synthesis of ethyl 2-bromopropionate from ethanol and 2-bromopropionic acid: (a) (ii) A solution of Et2O (5 mL) in 1 M HCl was added to a solution of EtOH (200 mL) in 2-bromopropionic acid (25 g). The reaction mixture was heated to reflux overnight. Upon completion of the reaction, the solvent was removed by rotary evaporator to give a yellow oily product, ethyl 2-bromopropionate, in a yield of 20.4 g (about 75% yield). The product was characterized by 1H NMR (500 MHz, CDCl3): δ 4.36 (q, J = 7.00 Hz, 1H), 4.24 (qd, J = 7.00 Hz, 2.69 Hz, 2H), 1.83 (d, J = 7.08 Hz, 3H), 1.31 (t, J = 7.20 Hz, 3H).
Purification Methods
Wash the ester with saturated aqueous Na2CO3 (three times), 50% aqueous CaCl2 (three times) and saturated aqueous NaCl (twice). Dry with MgSO4, CaCl2 or CaCO3, and distil it. [Beils
References
[1] ACS Medicinal Chemistry Letters, 2017, vol. 8, # 3, p. 304 - 309
[2] Patent: WO2010/86613, 2010, A1. Location in patent: Page/Page column 39
[3] Journal of the American Chemical Society, 2014, vol. 136, # 50, p. 17662 - 17668
[4] Justus Liebigs Annalen der Chemie, 1879, vol. 197, p. 13
[5] Monatshefte fuer Chemie, 1881, vol. 2, p. 546
