Hydrochloric Acid → 2-Chloro-3,5-difluoropyridine

HRID 1890751Notes

Reaction equation

HRID 1890751 reaction equation
F[C:2]1[C:7]([F:8])=[CH:6][C:5]([F:9])=[CH:4][N:3]=1.[ClH:10]>O>[Cl:10][C:2]1[C:7]([F:8])=[CH:6][C:5]([F:9])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 27832872,3,5-Trifluoropyridine

Product 1

HCID 450795602-Chloro-3,5-difluoropyridine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a microwave tube is added 2,3,5-trifluoropyridine (2.0 g, 15 mmol), concentrated HCl (12.5 mL, 150 mmol). The mixture is irradiated with microwave for 30 min at 130° C. The reaction mixture is cooled to ambient temperature, diluted with 100 mL of water, extracted with dichloromethane three times. The organic phase is further washed with brine, dried over Na2SO4 and dried to give 2-chloro-3,5-difluoropyridine as a greenish solid. The compound is used without further purification.

Workup

  1. customThe mixture is irradiated with microwave for 30 min at 130° C
  2. extractionextracted with dichloromethane three times
  3. washThe organic phase is further washed with brine
  4. dry with materialdried over Na2SO4
  5. customdried

Sources & evidence

ORD record
ord-1db5a2e2a309458ba12e7124a04f1672
Source dataset
uspto-grants-2013_08
Patent number
US08507491B2

Reaction notes

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