Methyl iodide → Methyl 2-formylbenzoate

HRID 1284912Notes

Reaction equation

HRID 1284912 reaction equation
[CH:1]([C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=[O:6])=[O:2].[C:12](=O)([O-])[O-].[K+].[K+].CI>CN(C)C=O>[CH:1]([C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([O:7][CH3:12])=[O:6])=[O:2]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 8406Phthalaldehydic acidHCID 11430Potassium Carbonate

Product 1

HCID 243003Methyl 2-formylbenzoate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

6 Grams of 2-formylbenzoic acid and 6 g of potassium carbonate were added to 30 ml of dimethylformamide, then 6 g of methyl iodide were added dropwise thereto at room temperature with stirring. The reaction mixture was continuously stirred at room temperature overnight, then was concentrated. The residue obtained was extracted with chloroform, and the chloroform layer was washed with water, and was dried with anhydrous magnesium sulfate, then concentrated. The residue obtained was purified by distillation under reduced pressure to yield 3 g of methyl 2-formylbenzoate. Boiling point: 95° C. (at 0.5 mm-Hg).

Workup

  1. stirringThe reaction mixture was continuously stirred at room temperature overnight
  2. concentrationwas concentrated
  3. customThe residue obtained
  4. extractionwas extracted with chloroform
  5. washthe chloroform layer was washed with water
  6. dry with materialwas dried with anhydrous magnesium sulfate
  7. concentrationconcentrated
  8. customThe residue obtained
  9. distillationwas purified by distillation under reduced pressure

Sources & evidence

ORD record
ord-c91c6fc7de664887a4a6746bde761c79
Source dataset
uspto-grants-1986_01
Patent number
US04564619

Reaction notes

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