Pyrrole → 1-Phenylpyrrole

HRID 1751931Notes

Reaction equation

HRID 1751931 reaction equation
[NH:1]1[CH:5]=[CH:4][CH: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][CH:3]=[CH:2]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 8027PyrroleHCID 11575Iodobenzene

Product 1

HCID 124801-Phenylpyrrole

Procedure

Following General Procedure A (90° C., 30 hours), 1H-pyrrole (104 μL, 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: hexanes) to provide 130 mg (91% isolated yield) of the desired product as a white solid.

Workup

  1. customThe crude brown oil is purified by flash chromatography on silica gel (eluent: hexanes)
  2. customto provide

Sources & evidence

ORD record
ord-0e590947af0b4147be9d3f1bc421548d
Source dataset
uspto-grants-2015_10
Patent number
US09162953B2

Reaction notes

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