Water → 1,3-Diphenyltetramethyldisiloxane

HRID 643183

Reaction equation

HRID 643183 reaction equation
[C:1](#N)[CH3:2].[OH2:4].[C:5]1([SiH:11]([CH3:13])[CH3:12])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[H][H]>CCCCC>[O:4]([Si:11]([C:2]1[CH:1]=[CH:9][CH:8]=[CH:7][CH:6]=1)([CH3:12])[CH3:5])[Si:11]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)([CH3:13])[CH3:12]

Participants

6

Reactant 4

HCID 962WaterHCID 6342AcetonitrileHCID 13014DimethylphenylsilaneHCID 178418361HCID 178418361, compound2×

Product 1

HCID 59451,3-DiphenyltetramethyldisiloxaneYield 5%

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

An acetonitrile solution of [Re(O)(hoz)2][B(C6F5)] (0.050 g, 0.040 mmol) was treated with water (3 mL, 166 mmol) in a Schlenk tube. Phenyldimethyl silane (1 mL, 6.53 mmol) was then added and the evolution of hydrogen was monitored using a glass evolution apparatus. Upon cessation of hydrogen evolution the reaction mixture was poured onto ice and treated with pentane to precipitate the catalyst. The mixture was filtered and the organic layer was extracted with diethyl ether and pentane. The solution was dried with anhydrous MgSO4 and filtered. Pentane and ether were removed in vacuo to afford 88% isolated yield of PhMe2Si(OH) (95%) and (PhMe2Si)2O (5%).

Workup

  1. customto precipitate the catalyst
  2. filtrationThe mixture was filtered
  3. extractionthe organic layer was extracted with diethyl ether and pentane
  4. dry with materialThe solution was dried with anhydrous MgSO4
  5. filtrationfiltered
  6. customPentane and ether were removed in vacuo
  7. customto afford 88%

Sources & evidence

ORD record
ord-d68eb7604b254379a6104681635d3e2f
Source dataset
uspto-grants-2010_04
Patent number
US07700072B2

Linked notes

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