2,4-Di-tert-butylphenol → HCID 178441055, compound

HRID 1827255Notes

Reaction equation

HRID 1827255 reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[CH:7][C:6]=1[OH:15])([CH3:4])([CH3:3])[CH3:2].C1COCC1.C([Li])CCC.[Cl-:26].[Cl-].[CH3:28][Zr:29]([CH3:51])(=[SiH2:50])([CH:40]1[C:48]2[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=2)[CH:42]=[C:41]1[CH3:49])[CH:30]1[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH:32]=[C:31]1[CH3:39]>C1(C)C=CC=CC=1>[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[CH:7][C:6]=1[O-:15])([CH3:4])([CH3:3])[CH3:2].[Cl-:26].[CH3:51][Zr:29]([CH3:28])(=[SiH2:50])([CH:40]1[C:48]2[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=2)[CH:42]=[C:41]1[CH3:49])[CH:30]1[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH:32]=[C:31]1[CH3:39]

Participants

6

Reactant 4

HCID 73112,4-Di-tert-butylphenolHCID 8028TetrahydrofuranHCID 178418339ButyllithiumHCID 178421920HCID 178421920, compound

Product 1

HCID 178441055HCID 178441055, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
60 °C

Procedure

1.03 g (5 mmol) of 2,4-di-tert-butylphenol in 10 ml of toluene/1 ml of THF were admixed at room temperature with 1.85 ml (5 mmol) of a 20% strength solution of butyllithium in toluene. The mixture was stirred for another 1 hour at 60° C. At room temperature, 1.19 g (2.5 mmol) of dimethylsilanediylbis-(2-methylindenyl)zirconium dichloride were added as a solid. The suspension was stirred for 2 hours at 60° C. and subsequently filtered hot through Celite. The filter cake was extracted 3 times with 10 ml each time of toluene (60° C.). After evaporation of part of the solvent, the yellow solid which precipitated was filtered off and dried under reduced pressure. This gave 0.87 g (53%) of dimethylsilanediylbis(2-methylindenyl)zirconium monochloride mono(2,4-di-tert-butylphenoxide) (2).

Workup

  1. stirringThe suspension was stirred for 2 hours at 60° C. and subsequently filtered hot through Celite
  2. extractionThe filter cake was extracted 3 times with 10 ml each time of toluene (60° C.)
  3. customAfter evaporation of part of the solvent
  4. customthe yellow solid which precipitated
  5. filtrationwas filtered off
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-4f5866be24064ca18364ea1eabce20ca
Source dataset
uspto-grants-2006_05
Patent number
US07053160B1

Reaction notes

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