Methanol → Methyl 2,6-difluoro-4-methoxybenzoate

HRID 1857900Notes

Reaction equation

HRID 1857900 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[C:7]([F:13])[C:3]=1[C:4]([OH:6])=[O:5].S(=O)(=O)(O)O.[CH3:19]O>>[F:1][C:2]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[C:7]([F:13])[C:3]=1[C:4]([O:6][CH3:19])=[O:5]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 27782282,6-Difluoro-4-methoxybenzoic acid

Product 1

HCID 598880Methyl 2,6-difluoro-4-methoxybenzoate

Procedure

To methanol (300 ml) was dissolved 2,6-difluoro-4-methoxybenzoic acid (102 g) and then concentrated sulfuric acid (1 ml) was added and stirred under reflux for 3 hours. After the reaction, the mixture was extracted with ethyl acetate (400 ml). The organic layer separated was washed with water, dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure to give methyl 2,6-difluoro-4-methoxybenzoate (90 g).

Workup

  1. temperatureunder reflux for 3 hours
  2. customAfter the reaction
  3. extractionthe mixture was extracted with ethyl acetate (400 ml)
  4. customThe organic layer separated
  5. washwas washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-bfd4e112890f4d768bf58a71fe2f90a7
Source dataset
uspto-grants-2000_11
Patent number
US06149990

Reaction notes

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