Dimethylformamide → HCID 18544790, compound

HRID 1266924

Reaction equation

HRID 1266924 reaction equation
[F:1][C:2]([F:14])([C:5]([F:13])([F:12])[C:6]([F:11])([F:10])[CH:7]([F:9])[F:8])[CH2:3][OH:4].CN(C=O)C.C(=O)([O-])[O-].[K+].[K+].[F:26][C:27]1[CH:32]=[CH:31][CH:30]=[C:29](F)[N:28]=1>O>[F:26][C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([O:4][CH2:3][C:2]([F:14])([F:1])[C:5]([F:12])([F:13])[C:6]([F:10])([F:11])[CH:7]([F:8])[F:9])[N:28]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 96412,2,3,3,4,4,5,5-Octafluoro-1-pentanolHCID 11430Potassium CarbonateHCID 739342,6-Difluoropyridine

Product 1

HCID 18544790HCID 18544790, compoundYield 88.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A reaction flask was loaded with 2,2,3,3,4,4,5,5-octafluoropentanol (16.1 g), DMF (42 ml), anhydrous potassium carbonate (9.6 g), followed by stirring at room temperature for one hour. To this mixture, 2,6-difluoropyridine (8.0 g) was dropwise added. The temperature was raised to 60° C., and the mixture was stirred for four hours. The heating was stopped, and water was added to the reaction mixture, followed by extraction with ethyl acetate. The extract was condensed by an evaporator to give 2-fluoro-6-(2,2,3,3,4,4,5,5-octafluoropentyloxy)-pyridine (20 g).

Workup

  1. temperatureThe temperature was raised to 60° C.
  2. stirringthe mixture was stirred for four hours
  3. extractionfollowed by extraction with ethyl acetate
  4. customcondensed
  5. customby an evaporator

Sources & evidence

ORD record
ord-330d9699c2c744848e0eb9f9573a1571
Source dataset
uspto-grants-2003_04
Patent number
US06551682B1

Linked notes

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