Chromium(3+) trichloride → HCID 178425929, compound

HRID 1005645Notes

Reaction equation

HRID 1005645 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([C:12]3[CH:16]([CH3:17])[C:15]([CH3:18])=[C:14]([CH3:19])[C:13]=3[CH3:20])[CH:6]=[CH:7][CH:8]=2)[N:3]=1.C([Li])CCC.[Cl-:26].[Cr+3:27].[Cl-].[Cl-]>C1COCC1>[Cl-:26].[Cl-:26].[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([C:12]3([Cr+2:27])[C:16]([CH3:17])=[C:15]([CH3:18])[C:14]([CH3:19])=[C:13]3[CH3:20])[CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

5

Reactant 3

HCID 6452300Chromium(3+) trichlorideHCID 223521291-(2-Methyl-8-quinolyl)-2,3,4,5-tetramethylcyclopentadieneHCID 178418339Butyllithium

Product 1

HCID 178425929HCID 178425929, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

0.3 g of 1-(2-methyl-8-quinolyl)-2,3,4,5-tetramethylcyclopentadiene (1.14 mmol) in 30 ml of THF was deprotonated using 0.45 ml of n-butyllithium (2.5 M in hexane, 1.14 mmol). After the mixture had been stirred for two hours, the red solution was added dropwise to a suspension of chromium(III) chloride in 20 ml of THF. After the mixture had been stirred at room temperature for 16 hours, the solvents were evaporated off, and the resultant residue was taken up in 20 ml of toluene. The green suspension was filtered, and the residue was extracted a number of times with hot toluene. Conventional work-up gave the product as a green powder (0.22 g) in a yield of 50%.

Workup

  1. stirringAfter the mixture had been stirred at room temperature for 16 hours
  2. customthe solvents were evaporated off
  3. filtrationThe green suspension was filtered
  4. extractionthe residue was extracted a number of times with hot toluene

Sources & evidence

ORD record
ord-26d5d53a78074334a7cbde7656159d3f
Source dataset
uspto-grants-2004_09
Patent number
US06787498B2

Reaction notes

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