Potassium Carbonate → HCID 53742074, compound

HRID 443036Notes

Reaction equation

HRID 443036 reaction equation
C([O:4][C:5]1[CH:25]=[CH:24][C:8]([CH2:9][C:10]2[N:14]([CH3:15])[N:13]=[C:12]([C:16]3[C:21]([F:22])=[CH:20][CH:19]=[CH:18][C:17]=3[Cl:23])[N:11]=2)=[CH:7][CH:6]=1)(=O)C.C(=O)([O-])[O-].[K+].[K+]>C(O)C.O>[OH:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:9][C:10]2[N:14]([CH3:15])[N:13]=[C:12]([C:16]3[C:21]([F:22])=[CH:20][CH:19]=[CH:18][C:17]=3[Cl:23])[N:11]=2)=[CH:24][CH:25]=1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 15411024HCID 15411024, compound

Product 1

HCID 53742074HCID 53742074, compoundYield 97.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 0.7 g of 5-(4-acetoxybenzyl)-3-(2-chloro-6-fluorophenyl)-1-methyl-1H-1,2,4-triazole in 10 ml of ethyl alcohol under ice-cooling, was added a solution of 0.62 g of potassium carbonate in 5 ml of water, and the reaction mixture was stirred at room temperature for 30 minutes, and then concentrated under reduced pressure. The residue was adjusted to pH 4 with diluted hydrochloric acid and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography to afford 0.6 g of 5-(4-hydroxybenzyl)-3-(2-chloro-6-fluorophenyl)-1-methyl-1H-1,2,4-triazole.

Workup

  1. concentrationconcentrated under reduced pressure
  2. extractionextracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-94bcbe34fcbe4447a84ec736d2fc011c
Source dataset
uspto-grants-1999_04
Patent number
US05892048

Reaction notes

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