Hydrochloric Acid → 4-Trifluoromethylpyridinium hydrochloride

HRID 53257

Reaction equation

HRID 53257 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][N:3]=1.Cl>C(O)(=O)C.[Pd]>[ClH:1].[F:9][C:8]([F:11])([F:10])[C:6]1[CH:5]=[CH:4][NH+:3]=[CH:2][CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 1449582-Chloro-4-(trifluoromethyl)pyridine

Product 1

HCID 199618984-Trifluoromethylpyridinium hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 2-chloro-4-trifluoromethylpyridine (11.6 g) in glacial acetic acid (70 ml), containing 10% palladium on carbon (2.4 g, 21% (w/w)) was hydrogenated at 40 psi for 4 h. Concentrated hydrochloric acid (20 ml) was added and hydrogenation continued for a further 1 h. The catalyst was filtered off and the filtrate evaporated in vacuo to afford 4-trifluoromethylpyridinium hydrochloride.

Workup

  1. waithydrogenation continued for a further 1 h
  2. filtrationThe catalyst was filtered off
  3. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-c04524e8cfc64b38be348babfd49ccb1
Source dataset
uspto-grants-1997_04
Patent number
US05618812

Linked notes

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