Water → HCID 53756100, compound

HRID 893072Notes

Reaction equation

HRID 893072 reaction equation
[N:1]1([CH2:6][C:7]2([C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)[CH:9]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[C:16]([F:19])([F:18])[F:17])[O:8]2)[CH:5]=[N:4][CH:3]=[N:2]1.C[O-].[Na+].O>CO>[N:1]1([CH:6]=[C:7]([C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)[CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:16]([F:18])([F:19])[F:17])[OH:8])[CH:5]=[N:4][CH:3]=[N:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 10942334Sodium MethoxideHCID 15708354HCID 15708354, compound

Product 1

HCID 53756100HCID 53756100, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4 g of 2-(1,2,4-triazol-1-ylmethyl)-2-(4-chlorophenyl)-3-(2-trifluoromethylphenyl)oxirane are dissolved in 80 ml of methanol and, after addition of 1.2 g of sodium methylate, refluxed for one hour. The solution is then cooled to room temperature (20° C.), 50 ml of water are added and the mixture is extracted by shaking several times with methyl tert-butyl ether. The isolated organic phase is washed twice with water, dried over sodium sulfate and concentrated, resulting in 3.8 g (95 %) of 1-(1,2,4-triazol-1-yl)-2-(4-chlorophenyl)-3-(2-trifluoromethylphenyl)-1-propen-3-ol, melting point 161° C.

Workup

  1. temperaturerefluxed for one hour
  2. additionare added
  3. extractionthe mixture is extracted
  4. washThe isolated organic phase is washed twice with water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated
  7. customresulting in 3.8 g (95 %) of 1-(1,2,4-triazol-1-yl)-2-(4-chlorophenyl)-3-(2-trifluoromethylphenyl)-1-propen-3-ol

Sources & evidence

ORD record
ord-d254b76b327448529ff34394d66801bd
Source dataset
uspto-grants-1992_06
Patent number
US05122531

Reaction notes

Loading…