Trichlorosilane → 4-Acetoxyphenylethyl trichlorosilane

HRID 1250969Notes

Reaction equation

HRID 1250969 reaction equation
[Cl:1][SiH:2]([Cl:4])[Cl:3].[C:5]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[CH2:14])=[CH:11][CH:10]=1)(=[O:7])[CH3:6]>O.Cl.Cl.Cl[Pt](Cl)(Cl)Cl.CCCCCCC>[C:5]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13][CH2:14][Si:2]([Cl:4])([Cl:3])[Cl:1])=[CH:11][CH:10]=1)(=[O:7])[CH3:6]

Participants

5

Reactant 2

HCID 24811TrichlorosilaneHCID 758214-Ethenylphenyl acetate

Product 1

HCID 248634064-Acetoxyphenylethyl trichlorosilane

Reagents, catalysts & solvents 2

HCID 16211507Platinate(2-), hexachloro-, hydrogen, hydrate (1:2:1), (OC-6-11)-CatalystHCID 8900HeptaneSolvent

Procedure

Trichlorosilane (56.9 grams, 0.42 mole), 4-acetoxystyrene (64.6 grams, 0.40 mole), and 200 ml heptane were placed in a round bottom flask equipped with a water condenser and nitrogen inlet. Hydrogen hexachloroplatinate(IV) hydrate (20 mg) was added to this solution and heated to reflux for 18 hours. Afterwards, the solution was filtered hot through a frit funnel. The solvent and the unreacted reagents were distilled off at atmospheric pressure and the residue was purified by distillation under reduced pressure. 4-acetoxyphenylethyl trichlorosilane (91.2 grams) was collected between 105-125° C. at 1 mm Hg pressure as a waxy solid.

Workup

  1. customequipped with a water condenser and nitrogen inlet
  2. temperatureheated
  3. temperatureto reflux for 18 hours
  4. filtrationAfterwards, the solution was filtered hot through a frit funnel
  5. distillationThe solvent and the unreacted reagents were distilled off at atmospheric pressure
  6. distillationthe residue was purified by distillation under reduced pressure
  7. custom4-acetoxyphenylethyl trichlorosilane (91.2 grams) was collected between 105-125° C. at 1 mm Hg pressure as a waxy solid

Sources & evidence

ORD record
ord-56628456b58d4a5a857acf09f2895dc5
Source dataset
uspto-grants-2002_01
Patent number
US06340734B1

Reaction notes

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