1H-1,2,4-Triazole → 3,3,4-Trimethyl-1-(1H-1,2,4-triazol-1-yl)pentan-2-one

HRID 1253127Notes

Reaction equation

Cl[CH2:2][C:3](=[O:10])[C:4]([CH3:9])([CH3:8])[CH:5]([CH3:7])[CH3:6].[NH:11]1[CH:15]=[N:14][CH:13]=[N:12]1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[N:11]1([CH2:2][C:3](=[O:10])[C:4]([CH3:9])([CH3:8])[CH:5]([CH3:7])[CH3:6])[CH:15]=[N:14][CH:13]=[N:12]1

Participants

Conditions

Temperature: 40 °C

Procedure

162.5 g (1 mol) of 1-chloro-3,3,4-trimethylpentan-2-one are added dropwise to a suspension of 84 g (1.2 mols) of 1,2,4-triazole and 165.6 g (1.2 mols) of potassium carbonate in 1 liter of ethanol. The mixture is stirred for 15 hours at 40° C., the inorganic precipitate is filtered off under suction, the solvent is distilled off, the precipitate is taken up in 500 ml of methylene chloride, the organic phase is extracted with 1 liter of water, the aqueous phase is extracted with 500 ml of methylene chloride, the methylene chloride phases are combined, and the combined phases are extracted with twice 1 liter of water. The solvent is distilled off from the organic phase. 154.6 g (79.3% of theory) of 1-(1,2,4-triazol-1-yl)-3,3,4-trimethylpentan-2-one are obtained as a colorless oil of refractive index nD20 =1.4827. ##STR16##

Workup

filtrationthe inorganic precipitate is filtered off under suction
distillationthe solvent is distilled off
extractionthe organic phase is extracted with 1 liter of water
extractionthe aqueous phase is extracted with 500 ml of methylene chloride
extractionthe combined phases are extracted with twice 1 liter of water
distillationThe solvent is distilled off from the organic phase

Sources & evidence

ORD record: ord-19dde3c20ea545b2aa8ff9e78b990536
Source dataset: uspto-grants-1988_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04747869

Reaction notes

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