Vinyl Acetate → Tetraethylsilane

HRID 20615

Reaction equation

HRID 20615 reaction equation
C(OC=C)(=[O:3])C.[CH2:7]([SiH:9]([CH2:12][CH3:13])[CH2:10][CH3:11])[CH3:8].[CH:14]([Si:16]([CH2:21][CH3:22])([CH2:19][CH3:20])[CH2:17][CH3:18])=[CH2:15]>C1(C)C=CC=CC=1>[CH2:14]([Si:16]([CH2:21][CH3:22])([CH2:19][CH3:20])[CH2:17][CH3:18])[CH3:15].[CH2:7]([Si:9]([CH2:12][CH3:13])([CH2:10][CH3:11])[OH:3])[CH3:8]

Participants

6

Reactant 3

HCID 7904Vinyl AcetateHCID 12052TriethylsilaneHCID 559195Ethenyltriethylsilane

Product 2

HCID 12426TetraethylsilaneHCID 69005Triethylsilanol

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a reactor were placed di-μ-chlorobis(1,5-cyclooctadiene)diiridium(I) [IrCl(cod)]2 (0.05 mmol), vinyl acetate (20 mmol), and toluene (3 ml). The mixture was raised in temperature to 40° C. in a nitrogen atmosphere, triethylsilane (Et3SiH) (5 mmol) was added thereto over one hour, and a reaction was carried out at 40° C. for one hour. After the reaction, the reaction mixture was analyzed by gas chromatography to find that vinyltriethylsilane was produced in a yield of 36% and tetraethylsilane and acetic ester of triethylsilanol were by-produced in yields of 7% and 12%, respectively.

Workup

  1. customIn a reactor were placed
  2. additionwas added
  3. waita reaction was carried out at 40° C. for one hour
  4. customAfter the reaction

Sources & evidence

ORD record
ord-c37ee7496bef4a1ba95597d93832f390
Source dataset
uspto-grants-2010_06
Patent number
US07745654B2

Linked notes

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