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

HRID 1362720Notes

Reaction equation

HRID 1362720 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-4d38fb3b506b437fa3e4005c5acd9f9c
Source dataset
uspto-grants-2011_02
Patent number
US07880009B2

Reaction notes

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