Dimethyl itaconate → HCID 118208947, compound

Participants

Reaction Steps

1,8-Diazabicyclo[5.4.0]undec-7-ene (753 mg, 3 mmol) was added to a stirred mixture of dimethyl 2-methylenesuccinate (158 mg, 1.00 mmol) and 4-iodo-1H-pyrazole (194 mg, 1.00 mmol) in acetonitrile (2 mL) and the mixture was stirred at room temperature under N2 for 12 hours. The mixture was diluted with water and extracted with EtOAc. The EtOAc layer was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by prep-TLC on silica gel (petroleum ether/EtOAc) to afford dimethyl 2-((4-iodo-1H-pyrazol-1-yl)methyl)succinate. MS ESI calcd. for C10H14IN2O4 [M+H]+ 353, found 353. 1H NMR (400 MHz, CDCl3) δ 7.52 (s, 1H), 7.39 (s, 1H), 4.55-4.36 (m, 2H), 3.72 (s, 3H), 3.68 (s, 3H), 3.42-3.33 (m, 1H), 2.70-2.47 (m, 2H).

Provenance & Evidence