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

HRID 26926

Reaction equation

HRID 26926 reaction equation
[OH-:1].[Na+].[F:3][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[C:11]1[CH:16]=[CH:15][C:14]([C:17]([OH:22])([CH3:21])[CH2:18][CH2:19][OH:20])=[CH:13][CH:12]=1>[Ag]=O.[N+]([O-])([O-])=O.[Ag+].O>[F:3][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[C:11]1[CH:16]=[CH:15][C:14]([C:17]([OH:22])([CH3:21])[CH2:18][C:19]([OH:1])=[O:20])=[CH:13][CH:12]=1

Participants

6

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 213225623-(2',4'-Difluoro-4-biphenylyl)butane-1,3-diol

Product 1

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

Reagents, catalysts & solvents 3

HCID 24470Silver NitrateCatalystHCID 92152Silver(II) oxideCatalystHCID 962WaterSolvent2×

Procedure

Silver oxide, freshly prepared from 3.2 g. of AgNO3 and 0.8 g. of NaOH in 25 ml. of water, is added to a mixture of 2.78 g. of 3-(2',4'-difluoro-4-biphenylyl)butane-1,3-diol and 2 g. of NaOH in 20 ml. of water. The mixture is heated under reflux for 2 hours and filtered. The filtrate is worked up in the customary manner to give 3-(2',4'-difluoro-4-biphenylyl)-3-hydroxybutyric acid, m.p. 121°-123°.

Workup

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 2 hours
  3. filtrationfiltered

Sources & evidence

ORD record
ord-c1d12b4e009b4caea87982793f81e86f
Source dataset
uspto-grants-1979_04
Patent number
US04151302

Linked notes

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