Methyl iodide → HCID 13504094, compound

HRID 1762480Notes

Reaction equation

HRID 1762480 reaction equation
[F:1][C:2]([F:29])([F:28])[C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:18]2[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=2)([OH:17])[CH:10]([N:12]2[CH:16]=[N:15][CH:14]=[N:13]2)[CH3:11])=[CH:5][CH:4]=1.[H-].[Na+].[CH3:32]I>CN(C)C=O>[F:27][C:24]([F:25])([F:26])[C:21]1[CH:22]=[CH:23][C:18]([C:9]([C:6]2[CH:7]=[CH:8][C:3]([C:2]([F:1])([F:28])[F:29])=[CH:4][CH:5]=2)([O:17][CH3:32])[CH:10]([N:12]2[CH:16]=[N:15][CH:14]=[N:13]2)[CH3:11])=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 13504093HCID 13504093, compound

Product 1

HCID 13504094HCID 13504094, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

1,1-Bis-(4-trifluoromethylphenyl)-2-(1,2,4-1H-triazolyl)propan-1-ol (0.5 g) was added portionwise over a period of 15 minutes to a suspension of sodium hydride (58 mg, freed from dispersion in oil by washing with hexane) in dry dimethylformamide (50 cm3) under a nitrogen atmosphere. The mixture was stirred for 2 hours then methyliodide (0.17 g) in dimethylformamide (2 cm3) was added dropwise. After stirring for 3 hours the mixture was partitioned between water and chloroform. The chloroform layer was separated, washed with water, dried over anhydrous magnesium sulphate and concentrated by evaporation of the solvent to yield 1,1-bis(4-trifluoromethylphenyl)-1-methoxy-2-(1,2,4-1H-triazolyl)propane as a colourless oil.

Workup

  1. stirringAfter stirring for 3 hours the mixture
  2. customwas partitioned between water and chloroform
  3. customThe chloroform layer was separated
  4. washwashed with water
  5. dry with materialdried over anhydrous magnesium sulphate
  6. concentrationconcentrated by evaporation of the solvent

Sources & evidence

ORD record
ord-0d4f59e6946045bdb846974db4fc2efd
Source dataset
uspto-grants-1989_05
Patent number
US04833159

Reaction notes

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