Potassium Hydroxide → HCID 9812939, compound

HRID 1280756Notes

Reaction equation

HRID 1280756 reaction equation
C[O:2][C:3](=[O:14])[CH:4]([F:13])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[OH-].[K+]>CCO>[F:13][CH:4]([CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3]([OH:14])=[O:2]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 86584023HCID 86584023, compound

Product 1

HCID 9812939HCID 9812939, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(RS)-2-Fluoro-4-phenyl-butyric acid methyl ester (0.39 g, 2 mmol) was added to a solution of KOH (0.56 g, 10 mmol) in EtOH (5 ml). After 1 hour stirring at room temperature. the reaction mixture was concentrated, diluted with H2O (5 ml), acidified to pH 1 with 2N HCl and extracted with CH2Cl2 (3 times). The combined organic phases were dried over Na2SO4, filtered and concentrated to provide (RS)-2-fluoro-4-phenyl-butyric acid (0.343 g, 92%) as a colorless oil MS: m/e=182.1 (M+).

Workup

  1. concentrationthe reaction mixture was concentrated
  2. additiondiluted with H2O (5 ml)
  3. extractionextracted with CH2Cl2 (3 times)
  4. dry with materialThe combined organic phases were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-feddb2f020bd44029ef12e29a1914a5a
Source dataset
uspto-grants-2002_09
Patent number
US06451819B2

Reaction notes

Loading…