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

HRID 725200

Reaction equation

HRID 725200 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-b5ee4f6de64b43358c2bd1410e582d1c
Source dataset
uspto-grants-1998_01
Patent number
US05705621

Linked notes

Loading…