Acetyl chloride → HCID 178418904, compound

HRID 11897Notes

Reaction equation

HRID 11897 reaction equation
C(C1C=C(C=C(C(C)(C)C)C=1)[O-])(C)(C)C.C(C1C=C(C=C(C(C)(C)C)C=1)[O-])(C)(C)C.[CH3:31][SiH:32]([Zr+2:34]([C:49]1[C:57]2[C:56]3[CH:58]=[CH:59][CH:60]=[CH:61][C:55]=3[CH:54]=[CH:53][C:52]=2[CH2:51][C:50]=1[CH3:62])[C:35]1[C:43]2[C:42]3[CH:44]=[CH:45][CH:46]=[CH:47][C:41]=3[CH:40]=[CH:39][C:38]=2[CH2:37][C:36]=1[CH3:48])[CH3:33].C([Cl:66])(=O)C>C1(C)C=CC=CC=1>[Cl-:66].[Cl-:66].[CH3:31][SiH:32]([Zr+2:34]([C:49]1[C:57]2[C:56]3[CH:58]=[CH:59][CH:60]=[CH:61][C:55]=3[CH:54]=[CH:53][C:52]=2[CH2:51][C:50]=1[CH3:62])[C:35]1[C:43]2[C:42]3[CH:44]=[CH:45][CH:46]=[CH:47][C:41]=3[CH:40]=[CH:39][C:38]=2[CH2:37][C:36]=1[CH3:48])[CH3:33]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 178418930HCID 178418930, compound

Product 1

HCID 178418904HCID 178418904, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

3.4 g of rac-dimethylsilylbis(2-methylbenzo[e]indenyl)zirconium bis(3,5-di-tert-butylphenoxide) (IV) from example 1 were suspended in 35.8 g of toluene in a dry round-bottomed flask which had been flushed with inert gas and was provided with stopcock and magnetic stirrer bar. At room temperature, 7.5 g of a 10% strength by weight solution of acetyl chloride in toluene were quickly added to this suspension via a dropping funnel. The mixture was stirred at room temperature. After 4 hours, the reaction mixture was filtered through a glass filter frit number 3 under inert gas. The filter cake was washed twice with 10 g of heptane and subsequently dried under reduced pressure. This gave 1.7 g of the compound I as a yellowish powder. The 1H-NMR spectrum of the compound indicated the pure rac form.

Workup

  1. customwhich had been flushed with inert gas
  2. customwas provided with stopcock and magnetic stirrer bar
  3. filtrationthe reaction mixture was filtered through a glass
  4. filtrationfilter frit number 3 under inert gas
  5. washThe filter cake was washed twice with 10 g of heptane
  6. customsubsequently dried under reduced pressure

Sources & evidence

ORD record
ord-876474b7d56a4b3b88e8d5a4a4d44459
Source dataset
uspto-grants-2006_08
Patent number
US07098354B2

Reaction notes

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