1H-1,2,4-Triazole → 3-(1,3-Dioxolan-2-yl)-3-methyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

HRID 1253131Notes

Reaction equation

HRID 1253131 reaction equation
Cl[CH2:2][C:3](=[O:12])[C:4]([CH:7]1[O:11][CH2:10][CH2:9][O:8]1)([CH3:6])[CH3:5].[NH:13]1[CH:17]=[N:16][CH:15]=[N:14]1.C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[N:13]1([CH2:2][C:3](=[O:12])[C:4]([CH:7]2[O:11][CH2:10][CH2:9][O:8]2)([CH3:6])[CH3:5])[CH:17]=[N:16][CH:15]=[N:14]1

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 132699801-Chloro-3-(1,3-dioxolan-2-yl)-3-methylbutan-2-one

Product 1

HCID 132699893-(1,3-Dioxolan-2-yl)-3-methyl-1-(1H-1,2,4-triazol-1-yl)butan-2-oneYield 71.5%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

180.6 g (0.94 mol) of 1-chloro-3-(dioxolan-2-yl)-3-methyl-butan-2-one, 64.9 g (0.94 mol) of 1,2,4-triazole and 142.7 g (1 mol) of potassium carbonate in 1,000 ml of methyl ethyl ketone are heated under reflux for 16 hours. The solid is filtered off under suction and the solvent is distilled off, the oily residue is taken up in 700 ml of methylene chloride, and the organic phase is extracted with twice 1,000 ml of water. The solvent is distilled off from the organic phase. 151.3 g (71.5% of theory) of 1-(1,2,4-triazol-1-yl)-3-(dioxolan-2-yl)-3-methyl-butan-2-one are obtained as an oil with a purity of 99% according to gas chromatography. ##STR23##

Workup

  1. temperatureunder reflux for 16 hours
  2. filtrationThe solid is filtered off under suction
  3. distillationthe solvent is distilled off
  4. extractionthe organic phase is extracted with twice 1,000 ml of water
  5. distillationThe solvent is distilled off from the organic phase

Sources & evidence

ORD record
ord-859b21fc20154b1da1190489bbb5bf0d
Source dataset
uspto-grants-1988_05
Patent number
US04747869

Reaction notes

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