1H-1,2,4-Triazole → 3,3-Dimethyl-4-phenyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

HRID 1789069Notes

Reaction equation

HRID 1789069 reaction equation
Br[CH2:2][C:3](=[O:14])[C:4]([CH3:13])([CH3:12])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[NH:15]1[CH:19]=[N:18][CH:17]=[N:16]1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:12][C:4]([CH3:13])([CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:3](=[O:14])[CH2:2][N:15]1[CH:19]=[N:18][CH:17]=[N:16]1

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 132100511-Bromo-3,3-dimethyl-4-phenylbutan-2-one

Product 1

HCID 132100523,3-Dimethyl-4-phenyl-1-(1H-1,2,4-triazol-1-yl)butan-2-oneYield 48.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

74 g (0.29 mol) of 1-bromo-3,3-dimethyl-4-phenylbutan-2-one, 40 g (0.58 mol) of 1,2,4-triazole and 80 g of potassium carbonate are dissolved in 700 ml of acetone, and the solution is heated under reflux for 3 hours. Thereafter, it is allowed to cool and is filtered off under suction from the inorganic residue, and the filtrate is concentrated. The residue is recrystallized from ether. 34.1 g (48.4% of theory) of 3,3-dimethyl-4-phenyl-1-(1,2,4-triazol-1-yl)-butan-2-one of melting point 79° C. are obtained. ##STR25##

Workup

  1. temperaturethe solution is heated
  2. temperatureunder reflux for 3 hours
  3. temperatureto cool
  4. filtrationis filtered off under suction from the inorganic residue
  5. concentrationthe filtrate is concentrated
  6. customThe residue is recrystallized from ether

Sources & evidence

ORD record
ord-a4036584ea9043a3bc1ad0d617585e2e
Source dataset
uspto-grants-1987_08
Patent number
US04686291

Reaction notes

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