Trifluoroacetic acid → HCID 4767035, compound

HRID 504537Notes

Reaction equation

HRID 504537 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][C:8]#[N:9])=[C:4]([CH:12]2OCC[O:13]2)[CH:3]=1.FC(F)(F)C(O)=O>CCOC(C)=O>[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][C:8]#[N:9])=[C:4]([CH:12]=[O:13])[CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57750111HCID 57750111, compound

Product 1

HCID 4767035HCID 4767035, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

At room temperature, a mixture of (4-chloro-2-[1,3]dioxolan-2-yl-phenoxy)-acetonitrile (28.68 g, 0.12 mol) and trifluoroacetic acid (41.04 g, 0.36 mol) in EtOAc (500 mL) was stirred overnight. Then the solution was washed with water, saturated NaHCO3 solution twice, dried over anhydrous Na2SO4, and concentrated to give crude product (22 g). The crude product was directly used for next step without further purification.

Workup

  1. washThen the solution was washed with water, saturated NaHCO3 solution twice
  2. dry with materialdried over anhydrous Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-ab89ebdab5674afe95059f4c6583bd8e
Source dataset
uspto-grants-2010_08
Patent number
US07776875B2

Reaction notes

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