反应详情

950 mg (6.54 mmol) of 3-methyl-4-formylbenzonitrile [S. Levesque et al., Bioorg. Med. Chem. Lett. 11, 3161-3164 (2000], 655.2 mg (6.544 mmol) of 2,4-pentanedione, 589.5 mg (9.82 mmol) of acetic acid and 111.5 mg (1.31 mmol) of piperidine are dissolved in 35 ml of dichloromethane and heated under reflux with an inverse water trap overnight. Cooling is followed by washing twice with water, and the organic phase is dried with magnesium sulfate. The solvent is removed in a rotary evaporator and the residue is purified by column chromatography (silica gel, mobile phase: initially dichloromethane, then isohexane/ethyl acetate 3:1). After concentration of the product fractions, the residue is crystallized from diethyl ether and dried under high vacuum. 1.12 g (75.3% of theory) of the title compound are obtained.

1. temperatureheated
2. temperatureunder reflux with an inverse water trap overnight
3. temperatureCooling
4. washby washing twice with water
5. dry with materialthe organic phase is dried with magnesium sulfate
6. customThe solvent is removed in a rotary evaporator
7. customthe residue is purified by column chromatography (silica gel, mobile phase
8. customAfter concentration of the product fractions, the residue is crystallized from diethyl ether
9. customdried under high vacuum