Bromotrimethylsilane → Trimethylphenoxysilane

HRID 354596

Reaction equation

HRID 354596 reaction equation
C(=O)([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)OC.[CH3:12][Si:13]([CH3:16])([CH3:15])Br>[Br-].C([P+](CCCC)(CCCC)CCCC)CCC.S1(CCCC1)(=O)=O>[O:4]([Si:13]([CH3:16])([CH3:15])[CH3:12])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

5

Reactant 2

HCID 76113BromotrimethylsilaneHCID 139482Carbonic acid, methyl phenyl ester

Product 1

HCID 73720TrimethylphenoxysilaneYield 65%

Reagents, catalysts & solvents 2

HCID 76564Tetrabutylphosphonium bromideCatalystHCID 31347SulfolaneSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 3.8 g (0.025 g mole) of methyl phenyl carbonate, 3.83 g (0.025 g mole) of trimethylbromosilane, and 0.09 g of tetra-n-butyl phosphonium bromide in 15 ml of sulfolane was heated at 120° C. in a reaction flask equipped with a reflux condenser. After 16 hours of heating, the reflux condenser was replaced by a distillation head and 2.7 g (65 percent yield) of phenoxytrimethylsilane was distilled at reduced pressure from the reaction mixture at a head temperature of 71° C.-72° C./18 mm Hg.

Workup

  1. customequipped with a reflux condenser
  2. temperatureAfter 16 hours of heating

Sources & evidence

ORD record
ord-a4137201657044e9a10fe51f7014d732
Source dataset
uspto-grants-1983_03
Patent number
US04375549

Linked notes

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