Potassium Carbonate → HCID 22733379, compound

HRID 2084372Notes

Reaction equation

HRID 2084372 reaction equation
I[CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:7][CH:6]=1.[NH:19]1[CH:23]=[CH:22][N:21]=[N:20]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:12]([O:11][C:8]1[CH:9]=[CH:10][C:5]([CH2:4][CH2:3][CH2:2][N:19]2[CH:23]=[CH:22][N:21]=[N:20]2)=[CH:6][CH:7]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11439556HCID 11439556, compoundHCID 178418936HCID 178418936, compound

Product 1

HCID 22733379HCID 22733379, compoundYield 41.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

Benzyl 4-(3-iodopropyl)phenyl ether (2.47 g), 1H-1,2,3-triazole (629 mg), and potassium carbonate (1.26 g) were suspended in DMF (17.5 ml), followed by stirring at 70° C. for 18.5 hours. The reaction mixture was returned to room temperature and extracted with ethyl acetate, after which it was washed with water and saturated saline. Under reduced pressure, the solvent was distilled off; the residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=4:1→2:3) to yield 1-[3-(4-benzyloxyphenyl)propyl]-1H-1,2,3-triazole (856 mg).

Workup

  1. customwas returned to room temperature
  2. extractionextracted with ethyl acetate
  3. washafter which it was washed with water and saturated saline
  4. distillationUnder reduced pressure, the solvent was distilled off
  5. customthe residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=4:1→2:3)

Sources & evidence

ORD record
ord-8b0b15e83d914173bf3f4a1d5368ac07
Source dataset
uspto-grants-2004_04
Patent number
US06716863B2

Reaction notes

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