Water → HCID 53660583, compound

HRID 443044Notes

Reaction equation

HRID 443044 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[H-].[Na+].Cl[CH2:15][C:16]1[N:20]([CH3:21])[N:19]=[C:18]([C:22]2[C:27]([F:28])=[CH:26][CH:25]=[CH:24][C:23]=2[Cl:29])[N:17]=1.O>CN(C=O)C>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([O:11][CH2:15][C:16]2[N:20]([CH3:21])[N:19]=[C:18]([C:22]3[C:27]([F:28])=[CH:26][CH:25]=[CH:24][C:23]=3[Cl:29])[N:17]=2)=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 4

HCID 962WaterHCID 73934-tert-ButylphenolHCID 24758Sodium hydrideHCID 53960499HCID 53960499, compound

Product 1

HCID 53660583HCID 53660583, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 0.6 g or 4-t-butylphenol in 10 ml of DMF at 0° C., was added portionwise 0.13 g of 60% sodium hydride, and stirred at room temperature for 1 hour. 1.0 g of 5-chloromethyl-3-(2-chloro-6-fluorophenyl)-1-methyl-1H-1,2,4 triazole was added to the solution at 0° C., and stirred at room temperature overnight. The reaction mixture was poured into iced water 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 1.3 g of 5-(4-t-butylphenoxymethyl)-3-(2-chloro-6-fluorophenyl)-1-methyl-1H-1,2,4-triazole. m.p.84°-86° C.

Workup

  1. stirringstirred at room temperature overnight
  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-b84d3d2ad76d4f12b3c92454988ca4a3
Source dataset
uspto-grants-1999_04
Patent number
US05892048

Reaction notes

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