Methane → 1,1,1-Triphenyl-4-acetoxy-1-sila-2-butene

HRID 1004749

Reaction equation

HRID 1004749 reaction equation
[C:1]([O:4][CH:5]=[CH:6][CH:7]=C)(=[O:3])[CH3:2].[C:9]1([SiH:15]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C>C1(C)C=CC=CC=1>[C:22]1([Si:15]([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:7]=[CH:6][CH2:5][O:4][C:1](=[O:3])[CH3:2])[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

5

Reactant 3

HCID 297MethaneHCID 151951,3-Butadienyl acetateHCID 69922Triphenylsilane

Product 1

HCID 538005221,1,1-Triphenyl-4-acetoxy-1-sila-2-butene

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 1-acetoxy-1,3-butadiene (0.1 mol), triphenylsilane (0.1 mol), and Rh2Cl2 (CO)4 (194.5 mg, 0.625 mol) in 100 mL of toluene was stirred at room temperature under argon for 3 days. The reaction mixture is treated with decolorizing charcoal, and the mixture boiled briefly. After cooling, the reaction mixture is filtered through Celite. Concentration of the solution will afford the title compound.

Workup

  1. temperatureAfter cooling
  2. filtrationthe reaction mixture is filtered through Celite

Sources & evidence

ORD record
ord-4baec51b142348798f2b34373f01253c
Source dataset
uspto-grants-2000_04
Patent number
US06051699

Linked notes

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