Methanol → HCID 7018382, compound

HRID 1695245Notes

Reaction equation

HRID 1695245 reaction equation
[F:1][CH:2]([F:13])[O:3][C:4]1[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([OH:8])=[O:7].S(=O)(=O)(O)O.[CH3:19]O>>[CH3:19][O:7][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][CH:11]=[CH:12][C:4]=1[O:3][CH:2]([F:13])[F:1]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 20633482-(difluoromethoxy)benzoic acid

Product 1

HCID 7018382HCID 7018382, compoundYield 87%

Procedure

2.0 g of 2-difluoromethoxy-benzoic acid (10.6 mmol, 1.0 eq) were dissolved in MeOH (15 mL) and a catalytic quantity of sulfuric acid was added; the mixture was heated at reflux overnight. The solvent was then evaporated and the residue was dissolved in DCM and washed with saturated NaHCO3. The organic phase was dried and evaporated to give 1.9 g of title product (yield 87%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux overnight
  3. customThe solvent was then evaporated
  4. dissolutionthe residue was dissolved in DCM
  5. washwashed with saturated NaHCO3
  6. customThe organic phase was dried
  7. customevaporated

Sources & evidence

ORD record
ord-efde82da3b744d7a978bcc6d18f39944
Source dataset
uspto-grants-2012_04
Patent number
US08163729B2

Reaction notes

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