Acetic Acid → 3-(2',4'-Difluoro-4-biphenylyl)butyric acid

HRID 26931Notes

Reaction equation

HRID 26931 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12]([CH:15](C)[CH2:16]C#N)=[CH:11][CH:10]=1.Cl.[C:21]([OH:24])(=[O:23])[CH3:22]>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12]([CH:15]([CH3:16])[CH2:22][C:21]([OH:24])=[O:23])=[CH:11][CH:10]=1

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 213225213-(2',4'-Difluoro-4-biphenylyl)butyronitrile

Product 1

HCID 213225403-(2',4'-Difluoro-4-biphenylyl)butyric acid

Procedure

1 g. of 3-(2',4'-difluoro-4-biphenylyl)butyronitrile and 6 ml. of acetic acid and 6 ml. of concentrated hydrochloric acid are heated under reflux for 2 hours under nitrogen. The mixture is evaporated. The residue is dissolved in dilute NaOH and the solution is washed with ether and worked up in the customary manner to give 3-(2',4'-difluoro-4-biphenylyl)butyric acid, m.p. 109°-110°.

Workup

  1. temperatureunder reflux for 2 hours under nitrogen
  2. customThe mixture is evaporated
  3. dissolutionThe residue is dissolved in dilute NaOH
  4. washthe solution is washed with ether

Sources & evidence

ORD record
ord-b61b20bf4848418d9cf22e20a6432831
Source dataset
uspto-grants-1979_04
Patent number
US04151302

Reaction notes

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