Potassium Iodide → 1-(Dimethylamino)cyclopropaneacetonitrile

HRID 496058Notes

Reaction equation

HRID 496058 reaction equation
Cl.Cl[CH2:3][C:4]1([N:7]([CH3:9])[CH3:8])[CH2:6][CH2:5]1.[C-:10]#[N:11].[Na+].[I-].[K+].C(=O)([O-])[O-].[Na+].[Na+].[Cl-].[Na+]>CS(C)=O>[CH3:8][N:7]([CH3:9])[C:4]1([CH2:3][C:10]#[N:11])[CH2:6][CH2:5]1

Participants

7

Reactant 5

HCID 4875Potassium IodideHCID 5234Sodium ChlorideHCID 8929Sodium CyanideHCID 10340Sodium CarbonateHCID 22325122HCID 22325122, compound

Product 1

HCID 223251211-(Dimethylamino)cyclopropaneacetonitrile

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

30.3 g of the compound obtained in Step 1 are added to a solution of 43 g of sodium cyanide and 3.5 g of potassium iodide in 400 ml of dimethyl sulphoxide. After stirring for 20 hours at ambient temperature, 490 ml of 10% aqueous sodium carbonate solution and then sodium chloride are added. The mixture is extracted with ether. After conventional treatment of the organic phases, chromatography over silica gel allows the expected product to be isolated.

Workup

  1. extractionThe mixture is extracted with ether
  2. customto be isolated

Sources & evidence

ORD record
ord-21e5b1bc66e0456e9622a0f123b7d193
Source dataset
uspto-grants-2005_09
Patent number
US06943184B2

Reaction notes

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