Water → HCID 22667148, compound

HRID 1008460Notes

Reaction equation

HRID 1008460 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[N:2]1.Br[CH2:7][CH2:8][CH2:9][CH2:10][Cl:11].[OH-].[Na+].O>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.CC(C)=O>[Cl: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 813641-Bromo-4-chlorobutaneHCID 178418936HCID 178418936, compound

Product 1

HCID 22667148HCID 22667148, compound

Reagents, catalysts & solvents 2

HCID 67553Tetrabutylammonium IodideCatalystHCID 180AcetoneSolvent

Conditions

Temperature
50 °C

Procedure

Triazole (0.41 ml), 1-bromo-4-chlorobutane (0.93 ml), tetrabutylammonium iodide (10 mg), and a 3 M aqueous sodium hydroxide solution (1 ml) were dissolved in acetone (10 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-(4-chlorobutyl)-1H-1,2,3-triazole, 314 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-80a1003cdf1f4eaa80fe2ff990dceb5f
Source dataset
uspto-grants-2004_09
Patent number
US06797823B1

Reaction notes

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