Thymol → HCID 178421918, compound

HRID 1827256Notes

Reaction equation

HRID 1827256 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[CH:6][C:5]=1[OH:11])([CH3:3])[CH3:2].C1COCC1.C([Li])CCC.[Cl-:22].[Cl-].[CH3:24][Zr:25]([CH3:47])(=[SiH2:46])([CH:36]1[C:44]2[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=2)[CH:38]=[C:37]1[CH3:45])[CH:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:28]=[C:27]1[CH3:35]>C1(C)C=CC=CC=1>[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[CH:6][C:5]=1[O-:11])([CH3:3])[CH3:2].[Cl-:22].[CH3:47][Zr:25]([CH3:24])(=[SiH2:46])([CH:36]1[C:44]2[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=2)[CH:38]=[C:37]1[CH3:45])[CH:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:28]=[C:27]1[CH3:35]

Participants

6

Reactant 4

HCID 6989ThymolHCID 8028TetrahydrofuranHCID 178418339ButyllithiumHCID 178421920HCID 178421920, compound

Product 1

HCID 178421918HCID 178421918, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
60 °C

Procedure

3.2 g (21 mmol) of 2-isopropyl-5-methylphenol in 20 ml of toluene/2 ml of THF were admixed at room temperature with 7.8 ml (21 mmol) of a 20% strength solution of butyllithium in toluene. The mixture was stirred for another 1 hour at 60° C. At room temperature, 5.0 g (10.5 mmol) of dimethylsilanediylbis(2-methylindenyl)zirconium dichloride were added as a solid. The suspension was stirred for 2 hours at 100° C. and subsequently filtered hot through Celite. The filter cake was extracted twice with 25 ml each time of toluene (100° C.). After evaporation of part of the solvent, the yellow solid which precipitated was filtered off and dried under reduced pressure. This gave 1.36 g (22%) of dimethylsilanediylbis(2-methylindenyl)zirconium monochloride mono(2-isopropyl-5-methylphenoxide) (4).

Workup

  1. stirringThe suspension was stirred for 2 hours at 100° C. and subsequently filtered hot through Celite
  2. extractionThe filter cake was extracted twice with 25 ml each time of toluene (100° 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-032d190fceb044158fe5b6722e0167ea
Source dataset
uspto-grants-2006_05
Patent number
US07053160B1

Reaction notes

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