Phosphorus pentachloride → HCID 53915162, compound

HRID 2079980Notes

Reaction equation

HRID 2079980 reaction equation
[K].[CH2:2]([O:4][C:5](=[O:11])[C:6]([C:9]#[N:10])=[CH:7]O)[CH3:3].P(Cl)(Cl)(Cl)(Cl)[Cl:13]>ClCCl>[CH2:2]([O:4][C:5](=[O:11])[C:6](=[CH:7][Cl:13])[C:9]#[N:10])[CH3:3]

Participants

5

Reactant 3

HCID 24819Phosphorus pentachlorideHCID 5462222PotassiumHCID 71353096HCID 71353096, compound

Product 1

HCID 53915162HCID 53915162, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Potassium salt of 2-cyano-3-hydroxy-acrylic acid ethyl ester described in Preparation Example C-1 (18 g, 0.1 mol) was dissolved in dichloromethane (80 mL), phosphorus pentachloride (20.9 g, 0.1 mol) was added, and the solution was stirred for 2 hours under reflux. After the reaction was completed, the residue obtained by evaporating dichloromethane was subjected to distillation in vacuo, and ethyl(chloromethylene)cyanoacetate (9.5 g, 56 mmol) was obtained.

Workup

  1. temperatureunder reflux
  2. customthe residue obtained
  3. customby evaporating dichloromethane
  4. distillationwas subjected to distillation in vacuo

Sources & evidence

ORD record
ord-e8bfef9c567740d2aad2cfa1f50ffafa
Source dataset
uspto-grants-2011_04
Patent number
US07932272B2

Reaction notes

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