Diisopropylamine → HCID 86754018, compound

Participants

Reaction Steps

To a degassed solution of 2,3-diiodo 5,6-dimethylhydroquinone (1)(3.6 g, 9.23 mmol), Pd"(PhCN)2Cl2 (176.9 mg, 0.46 mmol), PPh3 (278.2 mg, 1.06 mmol), and Cul (297 mg, 1.56 mmol) in 110 mL to toluene under argon were added 2.5 mL (18.5 mmol) of diisopropylamine and 4.0 mL (28.6 mmol) of (trimethylsilyl)acetylene. After stirring at room temperature for a day the reaction mixture was opened to air, filtered and concentrated under vacuo. Flash column chromatography with 7% ethyl acetate in petroleum ether produced yellow compound (2) with 50.2% yield (1.53 g). Melting point 76°-77° C.

Provenance & Evidence