Allyl acetate → Tetraethylsilane

HRID 20616

Reaction equation

HRID 20616 reaction equation
F[B-](F)(F)F.C(OCC=C)(=O)C.C([SiH](CC)CC)C.[CH2:20]([Si:23]([CH2:28][CH3:29])([CH2:26][CH3:27])[CH2:24][CH3:25])[CH:21]=C>C1(C)C=CC=CC=1>[CH2:20]([Si:23]([CH2:28][CH3:29])([CH2:26][CH3:27])[CH2:24][CH3:25])[CH3:21]

Participants

6

Reactant 4

HCID 11584Allyl acetateHCID 12052TriethylsilaneHCID 26255TetrafluoroborateHCID 11194462Allyltriethylsilane

Product 1

HCID 12426TetraethylsilaneYield 5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a reactor were placed bis(1,5-cyclooctadiene)iridium tetrafluoroborate [Ir(cod)2]+BF4− (0.05 mmol), allyl acetate (20 mmol), and toluene (3 ml). The mixture was raised in temperature to 80° C. in a nitrogen atmosphere, triethylsilane (Et3SiH)(5 mmol) was added thereto over one hour, and a reaction was conducted at 80° C. for one hour. After the reaction, the reaction mixture was analyzed by gas chromatography to find that allyltriethylsilane was produced in a yield of 54% and tetraethylsilane was by-produced in a yield of 5%.

Workup

  1. customIn a reactor were placed
  2. additionwas added
  3. waita reaction was conducted at 80° C. for one hour
  4. customAfter the reaction
  5. customwas produced in a yield of 54%

Sources & evidence

ORD record
ord-49ca4e2f681548ffad2587d89196df70
Source dataset
uspto-grants-2010_06
Patent number
US07745654B2

Linked notes

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