Potassium Hydroxide → 955403-63-1

HRID 1172597Notes

Reaction equation

HRID 1172597 reaction equation
[OH-].[K+].C([O:5][C:6](=[O:22])[CH:7]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[C:15]=1[F:21])C(OCC)=O)C>O>[F:21][C:15]1[C:16]([CH3:20])=[CH:17][CH:18]=[CH:19][C:14]=1[CH2:13][CH2:7][C:6]([OH:22])=[O:5]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 57659600HCID 57659600, compound

Product 1

HCID 57659614955403-63-1Yield 69.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

Potassium hydroxide (387 mg, 6.9 mmol) was dissolved in water (8 ml) followed by the addition of 2-(2-fluoro-3-methyl-benzyl)-malonic acid diethyl ester (973 mg, 3.44 mmol). The mixture was refluxed for 5 h followed by removal of the ethanol under reduced pressure. Concentrated sulfuric acid (0.59 ml) was added to the remaining aqueous solution and refluxing was continued for 18 h. The reaction mixture was cooled to 0° C. and the precipitated product was filtered off, washed with water and dried at HV to give 433 mg (69%) of 3-(2-fluoro-3-methyl-phenyl)-propionic acid. LC-MS: tR=0.84 min; [M+H]+=183.20.

Workup

  1. temperatureThe mixture was refluxed for 5 h
  2. customfollowed by removal of the ethanol under reduced pressure
  3. additionConcentrated sulfuric acid (0.59 ml) was added to the remaining aqueous solution
  4. temperaturerefluxing
  5. filtrationthe precipitated product was filtered off
  6. washwashed with water
  7. customdried at HV

Sources & evidence

ORD record
ord-73d7330637ea45c59c7fa88a12a9160a
Source dataset
uspto-grants-2010_11
Patent number
US07834028B2

Reaction notes

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