Trifluoroacetic acid → HCID 59569864, compound

HRID 2071086Notes

Reaction equation

HRID 2071086 reaction equation
C[O:2][CH:3](OC)[C:4]1[CH:5]=[C:6]([C:10](=[O:12])[CH3:11])[CH:7]=[N:8][CH:9]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:10]([C:6]1[CH:7]=[N:8][CH:9]=[C:4]([CH:5]=1)[CH:3]=[O:2])(=[O:12])[CH3:11]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68670660HCID 68670660, compound

Product 1

HCID 59569864HCID 59569864, compoundYield 68.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 1-(5-(dimethoxymethyl)pyridin-3-yl)ethanone (214 mg, 1.1 mmol) in CH2Cl2 (5 mL) was added TFA (2 mL). The resulting mixture was stirred for 24 h and the solvent was removed. The residue was dissolved in CHCl3 and saturated aqueous NaHCO3. The layers were separated and the organic layer was washed with brine and dried over Na2SO4. The solvent was removed to provide 5-acetylnicotinaldehyde (112 mg) as a yellow solid.

Workup

  1. customthe solvent was removed
  2. dissolutionThe residue was dissolved in CHCl3
  3. customThe layers were separated
  4. washthe organic layer was washed with brine
  5. dry with materialdried over Na2SO4
  6. customThe solvent was removed

Sources & evidence

ORD record
ord-4bda9da1e0c946b781268206245cee07
Source dataset
uspto-grants-2012_10
Patent number
US08299267B2

Reaction notes

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