Styrene → 1-Trichlorosilylethylbenzene

HRID 1099001Notes

Reaction equation

HRID 1099001 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Cl:9][SiH:10]([Cl:12])[Cl:11]>C1(C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)[Pd][P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[C:3]1([CH:2]([Si:10]([Cl:12])([Cl:11])[Cl:9])[CH3:1])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 7501StyreneHCID 24811Trichlorosilane

Product 1

HCID 117912891-TrichlorosilylethylbenzeneYield 89%

Reagents, catalysts & solvents 1

HCID 178419050HCID 178419050, compoundCatalyst

Conditions

Temperature
70 °C

Procedure

Into a 2-liter round-bottom flask fitted with a reflux condenser, addition funnel and magnetic stir bar, was charged styrene (410 g, 3.94 mols) and Bis(triphenylphosphine)palladium (II) dichloride (1.2 g, 0.3% wt). The reaction mixture was heated to 70° C. and then trichlorosilane (532.8 g, 3.94 mols) was added dropwise to the reaction mixture. During the addition, the reaction mixture was maintained between 80 to 110° C. After the addition was finished, the reaction mixture was kept at 70° C. for additional two hours. After distillation, >98% pure (1-phenylethyl)trichlorosilane (840 g, 99% purity) was obtained (collected at 78° C./3 mmHg). The product structure was characterized by GC-MS.

Workup

  1. customInto a 2-liter round-bottom flask fitted with a reflux condenser, addition funnel and magnetic stir bar
  2. additionDuring the addition
  3. temperaturethe reaction mixture was maintained between 80 to 110° C
  4. additionAfter the addition
  5. distillationAfter distillation

Sources & evidence

ORD record
ord-10790d81dfd54ff3b4966c39405faa84
Source dataset
uspto-grants-2012_03
Patent number
US08143336B2

Reaction notes

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