Dimethyl Sulfoxide → HCID 15093859, compound

HRID 345473Notes

Reaction equation

HRID 345473 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:9]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[C:18]([F:23])[CH:17]=2)[C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)[CH:5]=[CH:6][C:7]=1[F:8].CS(C)=[O:26]>[OH-].[Na+]>[F:1][C:2]1[CH:3]=[C:4]([C:9]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[C:18]([F:23])[CH:17]=2)([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)[OH:26])[CH:5]=[CH:6][C:7]=1[F:8]

Participants

4

Reactant 2

HCID 679Dimethyl SulfoxideHCID 15093857HCID 15093857, compound

Product 1

HCID 15093859HCID 15093859, compoundYield 79.9%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideCatalyst

Procedure

A solution of 5.66 g (0.0179 mole) of 4-[bis(3,4-difluorophenyl)methyl]pyridine and 12 drops of 50% NaOH in 50 ml of DMSO was stirred at room temperature for 4.5 h with air bubbling through the reaction mixture. Water was added to the solution, and a tan precipitate was collected. This was recrystallized from CH2Cl2 -hexane to give 4.75 g (79.9%) of the title compound as a white, crystalline solid, mp 147°-149° C.

Workup

  1. custombubbling through the reaction mixture
  2. additionWater was added to the solution
  3. customa tan precipitate was collected
  4. customThis was recrystallized from CH2Cl2 -hexane

Sources & evidence

ORD record
ord-ce222bd5eaa241b292ade4454569d052
Source dataset
uspto-grants-1991_10
Patent number
US05057524

Reaction notes

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