Ethanol → 3-(2',4'-Difluoro-4-biphenylyl)butane-1,3-diol

HRID 26934Notes

Reaction equation

HRID 26934 reaction equation
C([O:4][CH2:5][CH2:6][C:7]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=2[F:23])=[CH:12][CH:11]=1)([OH:9])[CH3:8])(=O)C.[OH-].[Na+].C(O)C>O>[F:23][C:17]1[CH:18]=[C:19]([F:22])[CH:20]=[CH:21][C:16]=1[C:13]1[CH:14]=[CH:15][C:10]([C:7]([OH:9])([CH3:8])[CH2:6][CH2:5][OH:4])=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 213225611-Acetoxy-3-(2',4'-difluoro-4-biphenylyl)-3-butanol

Product 1

HCID 213225623-(2',4'-Difluoro-4-biphenylyl)butane-1,3-diol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 3.2 g. of 1-acetoxy-3-(2',4'-difluoro-4-biphenylyl)-3-butanol and 2 g. of NaOH in 30 ml. of 80% aqueous ethanol is heated under reflux for 3 hours. Water is added; the product is extracted with chloroform, and the extract is evaporated to give 3-(2',4'difluoro-4-biphenylyl)butane-1,3-diol, m.p. 82°-84°.

Workup

  1. temperatureunder reflux for 3 hours
  2. extractionthe product is extracted with chloroform
  3. customthe extract is evaporated

Sources & evidence

ORD record
ord-52cd12c1f61742e0b625c0997f38d194
Source dataset
uspto-grants-1979_04
Patent number
US04151302

Reaction notes

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