Hydrochloric Acid → 2,6-Difluoropyridine-4-carboxylic acid

HRID 1073018Notes

Reaction equation

HRID 1073018 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([F:12])[N:11]=1)[C:5]([O:7]C)=[O:6].Cl.O>O1CCOCC1>[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([F:12])[N:11]=1)[C:5]([OH:7])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 22157825119308-54-2

Product 1

HCID 221578262,6-Difluoropyridine-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

22.6 g of methyl 2,6-difluoroisonicotinate are dissolved in 25 ml of dioxane and added to a mixture of 150 ml of conc. hydrochloric acid and 100 ml of water. The mixture is then refluxed for 21/4 hours, volume is reduced to about 5/8 by evaporation, and the residue is cooled. The acid which precipitates out in crystalline form is filtered off and dried.

Workup

  1. temperatureThe mixture is then refluxed for 21/4 hours, volume
  2. customis reduced to about 5/8 by evaporation
  3. temperaturethe residue is cooled
  4. customThe acid which precipitates out in crystalline form
  5. filtrationis filtered off
  6. customdried

Sources & evidence

ORD record
ord-5ae4271cc7f2404bb6cb5d5787bffebb
Source dataset
uspto-grants-1990_11
Patent number
US04968344

Reaction notes

Loading…