1-Hexanol → HCID 13603721, compound

Participants

Reaction Steps

5 g (0.016 mole) of 5-(3-methoxycarbonylphenyl)-1-methyl-3-(pyrazol-1-yl)-4-pyridone and 16.32 g (0.16 mole) of n-hexanol are extracted under reflux together with 3.64 g (0.016 mole) of titanium tetraethylate in 50 ml of absolute tetrahydrofuran for 12 hours over a Soxhlet extractor filled with 4 Å zeolite. The reaction mixture is concentrated to dryness, the residue is taken up in water and the mixture is extracted three times with methylene chloride; the combined organic phases are dried over sodium sulphate and concentrated in vacuo. The oil which remains is purified chromatographically over a silica gel column (eluant: cyclohexane/ethyl acetate 1:1) and the product is crystallized from ether. 1.3 g (21.4% of theory) of 5-(3-n-hexyloxycarbonylphenyl)-1-methyl-3-(pyrazol-1-yl)-4-pyridone of melting point 96°-97° C. are obtained.

Provenance & Evidence