Water → HCID 66798076, compound

HRID 1880778Notes

Reaction equation

HRID 1880778 reaction equation
[Cl:1][C:2]1[C:3]([CH2:12][C:13]#[N:14])=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[CH:15](C)(C)[C:16]([O-])=O.[K+].C(I)C.O>C1COCC1.C(OCC)(=O)C>[Cl:1][C:2]1[C:3]([CH:12]([CH2:15][CH3:16])[C:13]#[N:14])=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:9])[F:10])[CH:7]=1

Participants

7

Reactant 4

HCID 962WaterHCID 6340IodoethaneHCID 16227272[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]acetonitrileHCID 23677462Potassium isobutyrate

Product 1

HCID 66798076HCID 66798076, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

199 g (0.9 mol) of 3 of [3-chloro-5-(trifluoromethyl)-2-pyridinyl]acetonitrile are dissolved in 3 L of THF at −5° C. A solution of 106 g (0.945 mol) of potassium terbutanoate in 0.6 L of THF is slowly added to the reaction medium. After 2H, 147 g (0.945 mol) of ethyl iodide is added dropwise to the reaction mixture which is stirred overnight at room temperature. 3 L of water and 2 L of ethyl acetate are added to the reaction mixture, after separation, the aqueous phase is extracted twice with 500 mL of ethyl acetate.

Workup

  1. customafter separation
  2. extractionthe aqueous phase is extracted twice with 500 mL of ethyl acetate

Sources & evidence

ORD record
ord-2fe7fae4c0ef4b9ab2836fc014bb0713
Source dataset
uspto-grants-2012_11
Patent number
US08318777B2

Reaction notes

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