Potassium Iodide → 1-(3-Hydroxypropyl)-1,2,3-triazole

HRID 1506934Notes

Reaction equation

HRID 1506934 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[N:2]1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].Br[CH2:15][CH2:16][CH2:17][OH:18]>O1CCOCC1>[N:1]1([CH2:15][CH2:16][CH2:17][OH:18])[CH:5]=[CH:4][N:3]=[N:2]1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanolHCID 178418936HCID 178418936, compound

Product 1

HCID 220309141-(3-Hydroxypropyl)-1,2,3-triazoleYield 68%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

1,2,3-triazole (2 g, 28.96 mmol) was dissolved in 1,4-dioxane (40 mL), and potassium carbonate (8 g, 57.92 mmol), potassium iodide (962 mg, 5.79 mmol) and 3-bromopropanol (3.3 mL, 43.43 mmol) were added thereto, followed by stirring at 100° C. for 3 hours. After the reaction was completed, the reactants were cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure. The resulting residue was purified by column chromatography to afford the title compound (2.5 g, 68%).

Workup

  1. temperaturethe reactants were cooled to room temperature
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customThe resulting residue was purified by column chromatography

Sources & evidence

ORD record
ord-f53fdde1f1b443b6830e572b0b326059
Source dataset
uspto-grants-2015_12
Patent number
US09221790B2

Reaction notes

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