Hydrochloric Acid → 2-(2-Fluorophenyl)-2-methylpropanoic acid

HRID 2247584Notes

Reaction equation

HRID 2247584 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]([CH3:16])([CH3:15])[C:11]([O:13]C)=[O:12].Cl>CO>[F:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]([CH3:16])([CH3:15])[C:11]([OH:13])=[O:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57421199Methyl 2-(2-fluorophenyl)-2-methylpropanoate

Product 1

HCID 259167252-(2-Fluorophenyl)-2-methylpropanoic acidYield 91.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

A 5 N aqueous solution of sodium hydroxide (10 mL) was added to a solution of methyl 2-(2-fluorophenyl)-2-methylpropionate (1.357 g) in methanol (10 mL), and the reaction solution was stirred at 80° C. for 3 hours. The reaction solution was returned to room temperature, made acidic with 5 N hydrochloric acid, and then extracted with ethyl acetate. The resulting organic layer was dried over magnesium sulfate, and the solvent was evaporated under reduced pressure to obtain 1.15 g of the title compound. The physical properties of the compound are as follows.

Workup

  1. customwas returned to room temperature
  2. extractionextracted with ethyl acetate
  3. dry with materialThe resulting organic layer was dried over magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-94484e5be8c3458bbc8f0ae8f616f7ad
Source dataset
uspto-grants-2010_03
Patent number
US07687640B2

Reaction notes

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