Water → 3-(3-Fluoro-4-methoxyphenyl)propionic acid

HRID 582208Notes

Reaction equation

HRID 582208 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:10][CH2:11][C:12]([O:14]CC)=[O:13])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].O.[OH-].[K+]>C(O)C.Cl>[F:1][C:2]1[CH:3]=[C:4]([CH2:10][CH2:11][C:12]([OH:14])=[O:13])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

Participants

6

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 22558762HCID 22558762, compound

Product 1

HCID 30179663-(3-Fluoro-4-methoxyphenyl)propionic acidYield 96%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of ethyl 3-(3-fluoro-4-methoxyphenyl)propionate (29.1 g, 129 mmol) in ethanol(50 ml)-water(50 ml) was added potassium hydroxide (9.4 g, 167 mmol) and the mixture was stirred at 80° C. for 1 hour. After cooling, the reaction mixture was poured in diluted hydrochloric acid and the resulting crystals were recovered by filtration and washed with diethyl ether to provide the title compound (yield 24.4 g, 96%).

Workup

  1. temperatureAfter cooling
  2. filtrationthe resulting crystals were recovered by filtration
  3. washwashed with diethyl ether

Sources & evidence

ORD record
ord-092c0705c8a040189f7bc12497739e4b
Source dataset
uspto-grants-1999_07
Patent number
US05922771

Reaction notes

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