Acetone → 3-(2',4'-Difluoro-4-biphenylyl)-3-hydroxybutyric acid

HRID 26929Notes

Reaction equation

HRID 26929 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]([CH3:20])[CH2:16][C:17]([OH:19])=[O:18])=[CH:11][CH:10]=1.CC(C)=[O:23]>S(=O)(=O)(O)O.O>[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]([C:15]([OH:23])([CH3:20])[CH2:16][C:17]([OH:19])=[O:18])=[CH:11][CH:10]=1

Participants

5

Reactant 2

HCID 180AcetoneHCID 213225403-(2',4'-Difluoro-4-biphenylyl)butyric acid

Product 1

HCID 213225833-(2',4'-Difluoro-4-biphenylyl)-3-hydroxybutyric acid

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 962WaterSolvent

Procedure

3.55 g. of 3-(2',4'-difluoro-4-biphenylyl)-3-bromobutyric acid, obtained by brominating 3-(2',4'-difluoro-4-biphenylyl)butyric acid, are dissolved in a mixture of 15 ml. of acetone and 15 ml. of water. One drop of sulfuric acid is added and the mixture is warmed to 45° for 4 hours and worked up in the customary manner to give 3-(2',4'-difluoro-4-biphenylyl)-3-hydroxybutyric acid, m.p. 121°-123°.

Workup

  1. dissolutionare dissolved in a mixture of 15 ml
  2. temperaturethe mixture is warmed to 45° for 4 hours

Sources & evidence

ORD record
ord-7bf96ead76564b4eb602b3d5ce0c6aa1
Source dataset
uspto-grants-1979_04
Patent number
US04151302

Reaction notes

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