2,2,2-Trifluoroethanol → 618446-30-3

HRID 887630Notes

Reaction equation

HRID 887630 reaction equation
[H-].[Na+].[F:3][C:4]([F:8])([F:7])[CH2:5][OH:6].Cl[C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][N:17]=1)[C:13]#[N:14]>C1COCC1>[F:3][C:4]([F:8])([F:7])[CH2:5][O:6][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][N:17]=1)[C:13]#[N:14]

Participants

5

Reactant 3

HCID 64092,2,2-TrifluoroethanolHCID 24758Sodium hydrideHCID 5686382-Chloro-4-cyanopyridine

Product 1

HCID 21961438618446-30-3

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To the suspension of NaH (2.78 g, 0.11 mole) in THF 100 mL) 2,2,2-trifluoroethanol (10 g, 0.1 mol) was added slowly. The mixture was stirred at RT till it turned clear. A solution of 2-chloro-isonicotinonitrile (13.8 g, 0.1 mol) in THF (100 mL) was slowly added and stirred at reflux for 3 h. After filtration and concentration, the crude oily compound was purified through column chromatography providing pure compound as an oil.

Workup

  1. additionwas added slowly
  2. stirringstirred
  3. temperatureat reflux for 3 h
  4. filtrationAfter filtration and concentration
  5. customthe crude oily compound was purified through column chromatography
  6. customproviding pure compound as an oil

Sources & evidence

ORD record
ord-4cb0a44e70e041caacba84ce796d11d0
Source dataset
uspto-grants-2012_08
Patent number
US08247430B2

Reaction notes

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