Potassium Carbonate → HCID 12811505, compound

HRID 1967168Notes

Reaction equation

HRID 1967168 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]Br)=[CH:4][CH:3]=1.[NH:10]1[CH:14]=[CH:13][N:12]=[N:11]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:11]2[N:12]=[CH:13][CH:14]=[N:10]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 685274-Bromobenzyl bromideHCID 178418936HCID 178418936, compound

Product 1

HCID 12811505HCID 12811505, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

1-bromo-4-(bromomethyl)benzene (300 mg, 1.200 mmol), 1H-1,2,3-triazole (84 μl, 1.440 mmol), and potassium carbonate (332 mg, 2.401 mmol) were taken up in dimethylformamide (1500 μl) and heated to 50° C. overnight. The reaction was quenched with water and extracted using ethyl acetate. The organic layers were combined, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. Purification was performed via silica gel chromatography (50-100% ethyl acetate in hexanes) to yield the title compound.

Workup

  1. customThe reaction was quenched with water
  2. extractionextracted
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customPurification

Sources & evidence

ORD record
ord-f8bd34cbd750435caf787a570b7b3220
Source dataset
uspto-grants-2013_04
Patent number
US08420695B2

Reaction notes

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