N,N'-Dimethylethylenediamine → HCID 5151499, compound

Participants

Reaction Conditions

Reaction Steps

A test tube was charged with CuI (40 mg, 0.20 mmol, 0.10 equiv), K3PO4 (850 mg, 2.0 mmol, 2.0 equiv), 2-imidazolidone (2.58 g, 30.0 mmol, 15.0 equiv), 3-iodoanisole (238 μL, 2.0 mmol, 1.0 equiv), N,N′-dimethylethylendiamine (44 μL, 0.40 mmol, 0.20 equiv) and dry DMF (4.0 mL), filled with argon. The test tube was sealed and the reaction mixture was stirred at 120° C. for 7 h. The resulting suspension was cooled to room temperature and filtered through a 0.5×1 cm pad of silica gel, eluting with ethyl acetate. The filtrate was concentrated in vacuo. Purification of the residue by flash chromatography on silica gel (2×20 cm; hexane:ethyl acetate 1:2) provided 288 mg (75% yield) of the title compound as a light yellow solid.

Provenance & Evidence