2,6-Dimethylaniline → 1-(2,6-dimethylphenyl)-1H-pyrrole

HRID 1087794Notes

Reaction equation

HRID 1087794 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:3]=1[NH2:4].CO[CH:12]1[CH2:16][CH2:15][CH:14](OC)O1>C(O)(=O)C>[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:3]=1[N:4]1[CH:12]=[CH:16][CH:15]=[CH:14]1

Participants

4

Reactant 2

HCID 68962,6-DimethylanilineHCID 790982,5-Dimethoxytetrahydrofuran

Product 1

HCID 47153421-(2,6-dimethylphenyl)-1H-pyrrole

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 2,6-dimethylaniline (60.5 g), glacial acetic acid (600 ml) and 2,5-dimethoxytetrahydrofuran (572 g) is refluxed for 5 hours. The solvent is evaporated at 60° and reduced pressure to give 1-(2,6-dimethylphenyl)-1H-pyrrole as an oil.

Workup

  1. customThe solvent is evaporated at 60°

Sources & evidence

ORD record
ord-c71b3965faba4bda9f026c6549e3f676
Source dataset
uspto-grants-1990_10
Patent number
US04960787

Reaction notes

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