HCID 23336376, compound → HCID 23336378, compound

Participants

Reaction Steps

A solution of 7.0 grams (0.024 mol) of 2-(2-hydroxy-3-methylbutyl)-6-(p-chlorophenyl)-4,5-dihydro-3(2H)-pyridazinone in 2.4 milliliters of acetic acid is cooled with stirring in an icebath, and then over a period of about 5 minutes a solution of 2.2 grams (0.022 mol) of chromium trioxide in 45 milliliters of water is added. The reaction mixture is allowed to stir at room temperature for about 3 hours and then poured onto about 100 milliliters icewater. The mixture is extracted twice with 50 milliliters of methylene chloride and the organic layer is then washed with 30 milliliters of 2 N sodium hydroxide, water, and dried with anhydrous sodium sulfate. After filtration and evaporation to an oil, the product is crystallized from ether to 1.3 grams of 2-(3-methyl-2-oxobutyl)-6-(p-chlorophenyl)-4,5-dihydro-3(2H)-pyridazinone, (m.p. 110°-111° C.)

Provenance & Evidence