Chemical Properties
CLEAR SLIGHTLY YELLOW LIQUID AFTER MELTING
Uses
2-Chlorobenzyl cyanide was used in the synthesis of clopidogrel, platelet aggregation inhibitor.
Synthesis
GENERAL METHODS: A mixture of MOM-ether (1 mmol) and tetrabutylammonium cyanide (2 mmol) was added to [Hmim][NO3] (0.4 mmol) and the reaction was carried out under microwave irradiation (the reaction temperature was maintained at 135 °C and the power at 170 W). The reaction process was monitored by thin-layer chromatography (TLC) and the eluent was hexane/ethyl acetate (5:1). After completion of the reaction, the mixture was extracted with ether (3 × 10 mL). The organic phases were combined and dried with anhydrous Na2SO4, followed by rotary evaporation to remove the solvent to give the crude product. The crude product was purified by neutral alumina column chromatography with hexane/ethyl acetate (5:1, 75 mL) as the eluent to give high purity o-chlorophenylacetonitrile, the spectral data of which were in agreement with those reported in the literature.
References
[1] Tetrahedron Letters, 2010, vol. 51, # 25, p. 3274 - 3276
[2] Tetrahedron Letters, 2014, vol. 55, # 32, p. 4424 - 4426