Isopropyl iodide → HCID 557651, compound

HRID 973781Notes

Reaction equation

HRID 973781 reaction equation
[Na].[C:2]([CH2:4][C:5]([O:7][CH2:8]C)=[O:6])#[N:3].[CH:10](I)([CH3:12])[CH3:11]>CO>[CH:10]([CH:4]([C:2]#[N:3])[C:5]([O:7][CH3:8])=[O:6])([CH3:12])[CH3:11]

Participants

5

Reactant 3

HCID 6362Isopropyl iodideHCID 7764Ethyl cyanoacetateHCID 5360545Sodium

Product 1

HCID 557651HCID 557651, compoundYield 79.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 20 ml of absolute methanol was dissolved 520 mg of metallic sodium, and 2.12 g of ethyl cyanoacetate was added thereto with stirring at room temperature, after which 4.0 g of isopropyl iodide was added dropwise over a period of 10 minutes. After completion of the dropwise addition, the resulting mixture was stirred at room temperature for 3 hours, refluxed for 1 hour, subjected to a conventional post-treatment, and then distilled under reduced pressure to obtain 2.1 g of methyl α-isopropylcyanoacetate.

Workup

  1. additionwas added
  2. additionAfter completion of the dropwise addition
  3. stirringthe resulting mixture was stirred at room temperature for 3 hours
  4. temperaturerefluxed for 1 hour
  5. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-598568fcc2bd405e9db646a1f4eff1dd
Source dataset
uspto-grants-1991_11
Patent number
US05064945

Reaction notes

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