Water → HCID 66780657, compound

HRID 1375898Notes

Reaction equation

HRID 1375898 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[N:2]1.Br[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][Cl:12].[OH-].[Na+].O>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.CC(C)=O>[Cl:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][N:1]1[CH:5]=[CH:4][N:3]=[N:2]1

Participants

7

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 960701-Bromo-5-chloropentaneHCID 178418936HCID 178418936, compound

Product 1

HCID 66780657HCID 66780657, compound

Reagents, catalysts & solvents 2

HCID 67553Tetrabutylammonium IodideCatalystHCID 180AcetoneSolvent

Conditions

Temperature
50 °C

Procedure

Triazole (0.41 ml), 1-bromo-5-chloropentane (1.0 ml), tetrabutylammonium iodide (10 mg), and a 3 M aqueous sodium hydroxide solution (1 ml) were dissolved in acetone (1.0 ml), and the solution was stirred at 50° C. for 18 hr. Water was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, and the solvent was removed by distillation under the reduced pressure. The residue was purified by chromatography by development with chloroform to give an intermediate (1-(5-chloropentyl-1H-1,2,3-triazole, 390 mg).

Workup

  1. extractionthe mixture was extracted with chloroform
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. customthe solvent was removed by distillation under the reduced pressure
  4. customThe residue was purified by chromatography by development with chloroform

Sources & evidence

ORD record
ord-95548e4d71824797ba0976e5012182b5
Source dataset
uspto-grants-2007_01
Patent number
US07169789B2

Reaction notes

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