Methyl 3-formylbenzoate → HCID 86747108, compound

HRID 2254434Notes

Reaction equation

HRID 2254434 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])=[O:2].[CH:13]([O-])([O-])[O:14]C.[CH3:18][O-].[Na+]>CO.C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH3:9][O:8][C:6]([O:14][CH3:13])([O:7][CH3:18])[C:5]1[CH:10]=[CH:11][CH:12]=[C:3]([CH:1]=[O:2])[CH:4]=1

Participants

6

Reactant 3

HCID 639145Methyl 3-formylbenzoateHCID 10942334Sodium MethoxideHCID 53629101Methylorthoformate

Product 1

HCID 86747108HCID 86747108, compound

Reagents, catalysts & solvents 2

HCID 6101p-Toluenesulfonic acidCatalystHCID 887MethanolSolvent

Procedure

Methyl 3-formylbenzoate (0.67 g) was dissolved in 10 ml of methanol, and 0.74 g of methyl orthoformate and 8 mg of p-toluenesulfonic acid were added. The mixture was stirred at room temperature for 10 hours. Sodium methoxide was added to the reaction mixture to make it basic, and then the solvent was evaporated. The residue was dissolved in ethyl acetate, and washed with a 5% aqueous solution of sodium hydrogen carbonate. The solvent was then evaporated to give 0.75 g of methyl 3-formylbenzoate dimethyl acetal.

Workup

  1. customthe solvent was evaporated
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with a 5% aqueous solution of sodium hydrogen carbonate
  4. customThe solvent was then evaporated

Sources & evidence

ORD record
ord-b83091269f5341d99352ebd12fd670fb
Source dataset
uspto-grants-1993_08
Patent number
US05234946

Reaction notes

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