2,5-Dimethylpyrrole → HCID 178465521, compound

Participants

Reaction Conditions

Reaction Steps

In a N2-purged glove box a 100 mL, 3-neck round bottom flask equipped with a magnetic stir bar, thermocouple, and shortpath distillation column was charged with the 3.0 g (9.3 mmol) of tetrakis(ethylmethylamino)zirconium and 20 mL of anhydrous toluene. 1.852 g (19.5 mmol) of 2,5-dimethylpyrrole (Aldrich, pre-dried over 3 A molecular sieves for 24 hours) were dissolved in 20 mL of anhydrous toluene and the solution was added to the toluene solution of tetrakis(ethylmethylamino)zirconium at room temperature during ˜5 min. The reaction was agitated for 1 hour and heated to 110° C. under nitrogen flow. Most of toluene was distilled out under ambient pressure along with the reaction by-product, ethylmethylamine. Remaining toluene and 2,5-dimethylpyrrole were removed under vacuum (100 mtorr) at 80° C. Crude product was purified by sublimation to isolate 2.51 g of bis(2,5-dimethyl-pyrrolyl)bis(ethylmethylamino)zirconium, light yellow solid, mp ˜95° C., 68% purified yield. 1H-NMR (500 MHz, C6D5CD3) δ (ppm): 6.08 (s, 4H), 3.12 (q, 4H), 2.90 (s, 6 H), 2.12 (s, 12 H), 0.88 (t, 6H).

Provenance & Evidence