Water → HCID 13532816, compound

Participants

Reaction Steps

A mixture of 4-amino-2,6-dimethylphenol (6.92 g), 1,3,5-trifluorobenzene (10.00 g), anhydrous potassium carbonate (13.93 g) and anhydrous cuprous chloride (0.50 g) in dry dimethylsulfoxide (100 ml) was heated under reflux for 4 hours, whereby the inner temperature raised from 120° C. to 150° C. After completion of the reaction, the reaction mixture was cooled to room temperature, and cold water (200 ml) and toluene (100 ml) were added thereto. After continuation of stirring for 30 minutes, the resultant mixture was filtered on celite to remove insoluble materials. The toluene layer was washed with water, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography using a mixture of methylene chloride and n-hexane (1:1) as an eluting solvent to give 9.50 g of 4-(3,5-difluorophenoxy)3,5-dimethylaniline as yellowish white crystals. M.P., 67.6° C.

Provenance & Evidence