Water → HCID 66798076, compound

HRID 655919Notes

Reaction equation

HRID 655919 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 tertbutanoate in 0.6 L of THF is slowly added to the reaction medium. After 2 H, 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-cdd4397d0e174c85a61695ec06ae595b
Source dataset
uspto-grants-2011_12
Patent number
US08071627B2

Reaction notes

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