Hydrochloric Acid → 2-(difluoromethyl)benzoic Acid

HRID 520473Notes

Reaction equation

HRID 520473 reaction equation
[F:1][CH:2]([F:13])[C:3]1[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=1[C:5]([O:7]C)=[O:6].[OH-].[Na+].Cl>CO>[F:1][CH:2]([F:13])[C:3]1[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=1[C:5]([OH:7])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53435083Methyl 2-(difluoromethyl)benzoate

Product 1

HCID 114992922-(difluoromethyl)benzoic AcidYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of methyl 2-(difluoromethyl)benzoate 52 (7 g, 38 mmol) and 10% aq. NaOH (100 mL) in MeOH (50 mL) was heated at reflux for 30 min. The pH was adjusted to 4 by the addition of 3N HCl. The resulting solid was collected by filtration, rinsed with H2O and dried to give 53 (6 g, 93% yield).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 30 min
  3. filtrationThe resulting solid was collected by filtration
  4. washrinsed with H2O
  5. customdried

Sources & evidence

ORD record
ord-3140ad8e436a4c06bf35fe024b0e4793
Source dataset
uspto-grants-2016_05
Patent number
US09326986B2

Reaction notes

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