HCID 59306518, compound → Ethyl 3-cyano-2,4,5-trifluorobenzoate

HRID 2241118Notes

Reaction equation

HRID 2241118 reaction equation
O[N:2]=[CH:3][C:4]1[C:5]([F:17])=[C:6]([CH:12]=[C:13]([F:16])[C:14]=1[F:15])[C:7]([O:9][CH2:10][CH3:11])=[O:8]>ClC(Cl)(Cl)C#N>[C:3]([C:4]1[C:5]([F:17])=[C:6]([CH:12]=[C:13]([F:16])[C:14]=1[F:15])[C:7]([O:9][CH2:10][CH3:11])=[O:8])#[N:2]

Participants

3

Reactant 1

HCID 59306518HCID 59306518, compound

Product 1

HCID 18417534Ethyl 3-cyano-2,4,5-trifluorobenzoate

Reagents, catalysts & solvents 1

HCID 11011TrichloroacetonitrileSolvent

Conditions

Temperature
90 °C

Procedure

Ethyl 3-hydroxyiminomethyl-2,4,5-trifluorobenzoate (5.5 g, 24.0 mmol) was dissolved in trichloroacetonitrile (25 g), and the solution was stirred at 90° C. for 16 hours. The reaction mixture was left to cool, and the solid matter that precipitated was separated through filtration. The filtrate was concentrated under reduced pressure. The residue was subjected to silica gel chromatography (eluent; n-hexane ethyl acetate=10:1), to thereby yield the title compound as a colorless oily substance (3.35 g, 61%).

Workup

  1. waitThe reaction mixture was left
  2. temperatureto cool
  3. customthe solid matter that precipitated
  4. customwas separated through filtration
  5. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-80b86f27b43745fbbfc18e864e2882f6
Source dataset
uspto-grants-2010_05
Patent number
US07723524B2

Reaction notes

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