1H-1,2,4-Triazole → HCID 17806325, compound

HRID 1032462Notes

Reaction equation

HRID 1032462 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH:7]2[CH2:9][O:8]2)=[CH:4][CH:3]=1.[C:12](=O)([O-])[O-].[K+].[K+].[NH:18]1[CH:22]=[N:21][CH:20]=[N:19]1>C(#N)C>[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH:9]([OH:8])[CH2:12][N:18]2[CH:22]=[N:21][CH:20]=[N:19]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 14448268HCID 14448268, compound

Product 1

HCID 17806325HCID 17806325, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-(4-chlorophenoxy)oxirane (18.4g), potassium carbonate (13.8g) and 1,2,4 triazole (13.8g) in acetonitrile (130ml) was stirred at room temperature for 48 h. The acetonitrile was removed by concentration under reduced pressure, and the residue was partitioned between ethyl acetate and water. The organic phase was separated, washed with water, dried and evaporated to dryness under reduced pressure. The residual yellow oil was purified by silica column chromatography, using 5% by volume methanol in chloroform as eluent, to give 1-(4-chlorophenoxy)-3-(1,2,4--triazol-1-yl)propan-2 ol) as a white solid, which was used without further purification.

Workup

  1. customThe acetonitrile was removed by concentration under reduced pressure
  2. customthe residue was partitioned between ethyl acetate and water
  3. customThe organic phase was separated
  4. washwashed with water
  5. customdried
  6. customevaporated to dryness under reduced pressure
  7. customThe residual yellow oil was purified by silica column chromatography

Sources & evidence

ORD record
ord-5b507225c4af4ae9982bf9aa140a497f
Source dataset
uspto-grants-1990_09
Patent number
US04957934

Reaction notes

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