1,2-Dibromoethane → HCID 66618800, compound

Participants

Reaction Steps

To a mixture of (2,4-dichloro-5-methylphenyl)acetonitrile (385 mg) and 1,2-dibromoethane (1.0 g) were added benzyltriethylammonium-chloride (44 mg) and a 50% solution of sodium hydroxide (0.8 ml) and the mixture was stirred overnight at room temperature. Ice-cold water and tert-butyl methyl ether were added to the reaction mixture and the organic layer was separated. The obtained organic layer was sequentially washed with water (twice) and brine. After drying over anhydrous magnesium sulfate, the organic layer was concentrated under reduced pressure. The obtained residue was purified by silica column chromatography (carrier: Wakogel™ C-200; elution solvent:heptane:ethyl acetate 49:1→19:1) to obtain the title compound (317 mg). The property values of the obtained compound are as follows; 1H-NMR (CDCl3) δ (ppm): 1.32 (dd, J=7.6, 5.2 Hz, 2H), 1.72 (dd, J=7.6, 5.2 Hz, 2H), 2.34 (s, 3H), 7.20 (s, 1H), 7.43 (s, 1H).

Provenance & Evidence