Methylhydrazine → HCID 57446236, compound

Participants

Reaction Steps

A 1 L round bottom flask was charged with ethyl 6-methyl-2,4-dioxoheptanoate sodium salt (30.0 g, 135 mmol) and acetic acid (200 mL). Methylhydrazine (7.20 mL, 135 mmol) was added dropwise via syringe, and the resultant solution was allowed to stir under a nitrogen atmosphere for 2 hours. The pH was then adjusted to 9 by addition of saturated aqueous sodium carbonate, and the reaction mixture was extracted with dichloromethane (3×100 mL). The combined organic layers were washed with brine, dried over magnesium sulfate, filtered, and concentrated to provide 27.5 g of ethyl 5-isobutyl-1-methyl-1H-pyrazole-3-carboxylate as a yellow oil. This material was utilized without any further purification.

Provenance & Evidence