Toluene → Cobalt (II) acetylacetonate

HRID 1194482

Reaction equation

HRID 1194482 reaction equation
[CH3:1][C:2]([CH2:4][C:5]([CH3:7])=[O:6])=[O:3].[CH3:8][C:9]([CH2:11][C:12]([CH3:14])=[O:13])=[O:10].CC(CC(C)=O)=O.[Co:22].C1(C)C=CC=CC=1.C(NCCNCCCC)CCC>O>[CH3:7]/[C:5](/[OH:6])=[CH:4]\[C:2]([CH3:1])=[O:3].[CH3:14]/[C:12](/[OH:13])=[CH:11]/[C:9]([CH3:8])=[O:10].[Co:22]

Participants

5

Reactant 3

HCID 1140TolueneHCID 77629N,N'-DibutylethylenediamineHCID 407384Cobalt(3+) acetylacetonate2×

Product 1

HCID 5884498Cobalt (II) acetylacetonate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Several secondary diamine adducts of cobalt(II) acetylacetonate were prepared by adding 1.04 grams (4 millimoles) of cobalt acetylacetonate into a 50 ml two-necked flask. There was then added 30 ml of freshly distilled toluene along with a stir bar. The mixture was heated and residual water bound to the cobalt acetylacetonate was azotropically removed. When the distillation temperature reached 110° C., heating of the mixture was discontinued. There was then added 0.76 grams (4.4 millimoles) of N,N'-dibutylethylenediamine when the refluxing had subsided. The solution was stirred for one hour and allowed to cool. The product was crystallized from the solution after removal of some of the solvent by rotoevaporation. Recrystallization was effected from a hexane/methylenechloride mixture at -20° C. The same procedure was repeated except that in place of N,N'-di-t-butylethylenediamine there was added N,N'-t-N-butylethylenediamine. The following results were obtained:

Workup

  1. temperatureThe mixture was heated
  2. customwas azotropically removed
  3. customreached 110° C.
  4. temperatureheating of the mixture
  5. temperatureto cool
  6. customThe product was crystallized from the solution
  7. customafter removal of some of the solvent by rotoevaporation
  8. customRecrystallization
  9. customwas effected from a hexane/methylenechloride mixture at -20° C
  10. additionthere was added N,N'-t-N-butylethylenediamine
  11. customThe following results
  12. customwere obtained

Sources & evidence

ORD record
ord-db1b253d09d54ea68b8cc9541933a145
Source dataset
uspto-grants-1989_03
Patent number
US04814391

Linked notes

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