Imidazole → 1-Phenylimidazole

HRID 1751917Notes

Reaction equation

HRID 1751917 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.I[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>>[C:7]1([N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 795ImidazoleHCID 11575Iodobenzene

Product 1

HCID 815951-Phenylimidazole

Procedure

Following General Procedure A (90° C., 30 hours), 1H-imidazole (102 mg, 1.5 mmol) is coupled with iodo-benzene (112 μL, 1.0 mmol). The crude brown oil is purified by flash chromatography on silica gel (eluent: hexane/ethylacetate=20/80) to provide 130 mg (90% isolated yield) of the desired product as a light yellow oil.

Workup

  1. customThe crude brown oil is purified by flash chromatography on silica gel (eluent: hexane/ethylacetate=20/80)
  2. customto provide

Sources & evidence

ORD record
ord-43506e4e6fbd44b79a85a1918a28bac7
Source dataset
uspto-grants-2015_10
Patent number
US09162953B2

Reaction notes

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