1,2-Dichloroethane → HCID 17975810, compound

Participants

Reaction Conditions

Reaction Steps

7-Trifluoromethyl-4-quinolinol (500 mg, 2.3 mmol) and 1,2-dichloroethane (11.6 g, 11.7 mmol) were charged in a 50 ml round-bottomed flask equipped with a magnetic stirrer. TBABr (370 mg, 1.2 mmol), K2CO3 (950 mg, 6.9 mmol), KOH (760 mg, 11.5 mmol) and water (6 mL) were added and the reaction mixture was stirred for 5 h at 70-80° C. The reaction mixture was poured in 50 mL of H2O and extracted with CH2Cl2 (150 mL). The organic layer was washed with water (30 mL), brine (2×10 mL), dried over MgSO4, filtered and evaporated at 30° C. to dryness. The crude compound was purified by column chromatography (SiO2; CH2Cl2:EtOAc=5:5) to give after evaporation 4-(2-chloroethoxy)-7-(trifluoromethyl)quinoline 31 (150 mg, 25% yield) as a beige solid.

Provenance & Evidence