Potassium Cyanide → HCID 20485458, compound

HRID 647022Notes

Reaction equation

HRID 647022 reaction equation
Br[CH:2]([CH3:11])[CH2:3][CH2:4][C:5]1[O:6][C:7]([CH3:10])=[CH:8][CH:9]=1.[C-:12]#[N:13].[K+]>CS(C)=O.O>[CH3:11][CH:2]([CH2:3][CH2:4][C:5]1[O:6][C:7]([CH3:10])=[CH:8][CH:9]=1)[C:12]#[N:13]

Participants

5

Reactant 2

HCID 9032Potassium CyanideHCID 20485477HCID 20485477, compound

Product 1

HCID 20485458HCID 20485458, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

A solution of 2-(3-bromobutyl)-5-methyl-furan (20.5 g) and 13 g KCN in 100 ml of dry dimethyl sulphoxide was heated during stirring for 16 hours at 50°-55° C. The mixture was cooled, diluted with water and extracted using ether. The extracts were washed with water, dried on anhydrous MgSO4 and boiled down under vacuum. The residue was subjected to chromatographic adsorption over silicagel with hexane/ethyl acetate (9:1) and gave 14.6 g dl-2-methyl-4-(5-methyl-2-furyl)-butane nitrile.

Workup

  1. temperatureThe mixture was cooled
  2. extractionextracted
  3. washThe extracts were washed with water
  4. dry with materialdried on anhydrous MgSO4

Sources & evidence

ORD record
ord-56a6ef26f9c5480cb359a50e28e2338b
Source dataset
uspto-grants-1983_10
Patent number
US04407753

Reaction notes

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