4H-pyran-4-one → 1-(2,2,2-Trifluoroethyl)pyridin-4(1H)-one

HRID 2231982Notes

Reaction equation

HRID 2231982 reaction equation
O1[CH:6]=[CH:5][C:4](=[O:7])[CH:3]=[CH:2]1.Cl.[F:9][C:10]([F:14])([F:13])[CH2:11][NH2:12]>N1C=CC=CC=1>[F:9][C:10]([F:14])([F:13])[CH2:11][N:12]1[CH:6]=[CH:5][C:4](=[O:7])[CH:3]=[CH:2]1

Participants

4

Reactant 2

HCID 79684H-pyran-4-oneHCID 97722,2,2-Trifluoroethylamine hydrochloride

Product 1

HCID 212851111-(2,2,2-Trifluoroethyl)pyridin-4(1H)-oneYield 92.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1 g (10.4 mmol) of 4H-pyran-4-on was dissolved in 10 ml of pyridine, 3.38 g (25 mmol) of 2,2,2-trifluoroethylamine hydrochloride was added, and reacted at 70° C. for an hour. The solvent was removed, and the residue was purified by chloroform-methanol (10:1) silica gel chromatograph to obtain 1.7 g of the title compound.

Workup

  1. customreacted at 70° C. for an hour
  2. customThe solvent was removed
  3. customthe residue was purified by chloroform-methanol (10:1) silica gel chromatograph

Sources & evidence

ORD record
ord-4b15e66ba38b425c8e53af11fb165301
Source dataset
uspto-grants-1988_11
Patent number
US04785090

Reaction notes

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