Potassium Iodide → HCID 15390901, compound

HRID 650985Notes

Reaction equation

HRID 650985 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:12][N:11]=[C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:9]=1.[Br:19][CH2:20][CH2:21]Br.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CC(CC)=O>[Br:19][CH2:20][CH2:21][O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:12][N:11]=[C:10]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:9]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 77919279349-24-9

Product 1

HCID 15390901HCID 15390901, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

1.85 g of 5-(2-hydroxyphenyl)-3-phenyl-1,2,4-oxadiazole are dissolved in 80 ml of methylethylketone, mixed with 5 ml of 1,2-dibromoethane, 6 g of potassium carbonate and 0.1 g of potassium iodide. The mixture is refluxed for 12 hours and after cooling the precipitate is filtered off. The organic phase is evaporated down in vacuo and chromatographed on silica gel first with toluene, then with dichloromethane as eluant. Yield: 2.3 g (86% of theory).

Workup

  1. temperatureThe mixture is refluxed for 12 hours
  2. temperatureafter cooling the precipitate
  3. filtrationis filtered off
  4. customThe organic phase is evaporated down in vacuo
  5. customchromatographed on silica gel first with toluene

Sources & evidence

ORD record
ord-fb248ac0ee23420fb9c213b5fe6cb68a
Source dataset
uspto-grants-2001_08
Patent number
US06277872B1

Reaction notes

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