Water → 2-Methoxy-5-[5-(trifluoromethyl)tetrazol-1-yl]benzaldehyde

HRID 580946Notes

Reaction equation

HRID 580946 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:7]([N:10]2[C:14]([C:15]([F:18])([F:17])[F:16])=[N:13][N:12]=[N:11]2)=[CH:6][C:3]=1[CH:4]=[O:5].[C:19](=O)([O-])[O-].[K+].[K+].CI.O>CC(C)=O>[CH3:19][O:1][C:2]1[CH:9]=[CH:8][C:7]([N:10]2[C:14]([C:15]([F:18])([F:17])[F:16])=[N:13][N:12]=[N:11]2)=[CH:6][C:3]=1[CH:4]=[O:5]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 112769072-Hydroxy-5-(5-trifluoromethyl-tetrazol-1-yl)benzaldehyde

Product 1

HCID 113916182-Methoxy-5-[5-(trifluoromethyl)tetrazol-1-yl]benzaldehydeYield 113%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 2-hydroxy-5-(5-trifluoromethyl-tetrazol-1-yl)benzaldehyde (1.56 mmol), potassium carbonate (7.8 mmol) and methyl iodide (7.8 mmol), in acetone (25 ml) was stirred for 18 h at 23° under nitrogen. Water (150 ml) was added and the mixture extracted with diethyl ether (3×50 ml). The combined organic extracts were washed with saturated brine, dried (Na2SO4) and evaporated to give the title compound as a yellow solid (0.48 g).

Workup

  1. extractionthe mixture extracted with diethyl ether (3×50 ml)
  2. washThe combined organic extracts were washed with saturated brine
  3. dry with materialdried (Na2SO4)
  4. customevaporated

Sources & evidence

ORD record
ord-f8b8c235e0264c1a870b81632c0beb14
Source dataset
uspto-grants-1999_07
Patent number
US05919803

Reaction notes

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