Tetrahydrofuran → HCID 86693800, compound

Participants

Reaction Conditions

Reaction Steps

Tetrahydrofuran (100 ml), 100 ml of triethylamine, 7.6 g of trimethylsilyl acetylene, 1.25 g of palladium chloride-ditriphenylphosphine complex, and 0.34 g of copper iodide were added to 14.7 g of 2,5-dimethyl-4-iodoaniline, and the mixture was stirred at 50° C. for 15 hours. After completion of the reaction, water was added to the reaction solution, and extraction was performed 3 times with ethyl acetate. The organic layer was collected, washed with a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:1), thereby obtaining 9.8 g of 2,5-dimethyl-4-(2-trimethylsilyl-1-ethynyl)aniline (Compound 4-27).

Provenance & Evidence