1H-Imidazole, 2-(1-methylethyl)- → Lithium 2-isopropylimidazolide

HRID 23310Notes

Reaction equation

HRID 23310 reaction equation
[CH:1]([C:4]1[NH:5][CH:6]=[CH:7][N:8]=1)([CH3:3])[CH3:2].[Li:9]CCCC>C1(C)C=CC=CC=1>[CH:1]([C:4]1[N-:5][CH:6]=[CH:7][N:8]=1)([CH3:3])[CH3:2].[Li+:9]

Participants

4

Reactant 2

HCID 1234571H-Imidazole, 2-(1-methylethyl)-HCID 178418339Butyllithium

Product 1

HCID 23709741Lithium 2-isopropylimidazolide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A slurry of 2-isopropylimidazole (4.00 g, 36.3 mmol) in toluene (40 mL) at −78° C. was treated with 17.4 mL of a 2.8 M n-BuLi (48.7 mmol) solution in hexanes. This solution mixture was then refluxed for one day during which time the slurry became orange. The slurry was then filtered over a medium glass frit and dried to give a white solid.

Workup

  1. temperatureThis solution mixture was then refluxed for one day during which time the slurry
  2. filtrationThe slurry was then filtered over a medium glass frit
  3. customdried
  4. customto give a white solid

Sources & evidence

ORD record
ord-c59571e8f0c2436b85a5b9e8c4716034
Source dataset
uspto-grants-2005_02
Patent number
US06852446B2

Reaction notes

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