Hydrochloric Acid → HCID 58376162, compound

HRID 1942479Notes

Reaction equation

HRID 1942479 reaction equation
[F:1][CH:2]([F:17])[C:3]1[CH:12]=[C:11]([O:13]COC)[CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6].Cl.C(O)C>O>[F:1][CH:2]([F:17])[C:3]1[CH:12]=[C:11]([OH:13])[CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 67330981HCID 67330981, compound

Product 1

HCID 58376162HCID 58376162, compoundYield 84.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

To methyl 2-(difluoromethyl)-4-(methoxymethoxy)benzoate (720 mg) were added 2N hydrochloric acid (6 ml) and ethanol (6 ml), and the mixture was stirred at 80° C. for 3 hours. The mixture was cooled to room temperature, and water was added thereto, and extracted with ethyl acetate. To the extract was added a saturated aqueous sodium chloride solution, and the mixture was dried over sodium sulfate, filtered, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (500 mg).

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. extractionextracted with ethyl acetate
  3. additionTo the extract was added a saturated aqueous sodium chloride solution
  4. dry with materialthe mixture was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-8bf9fa0fae0a4626bd79f21eba853af7
Source dataset
uspto-grants-2013_03
Patent number
US08389511B2

Reaction notes

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