Acetone → HCID 17756183, compound

Participants

Reaction Steps

5-Nitro-2-trifluoromethylphenol (3.48 g, 16.8 mmol) was heated in a sealed tube at 105° C. along with 2-(dimethylamino)ethylchloride hydrochloride (5.32 g, 37.0 mmol), K2CO3 (9.76 g, 70.7 mmol), 114 mL acetone, 33 mL H2O, and Bu4N+I− (0.5 g, 1.34 mmol) for 24 h, then at 120° C. for 24 h. The reaction was cooled to RT and concentrated to aqueous layer, which was diluted with brine and 6 N NaOH and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo. Purification by silica gel column chromatography yielded the title compound as a light brown oil.

Provenance & Evidence