3-Chloro-2-methyl-1-propene → (3-Chloro-2-methylpropyl)dimethoxymethylsilane
Reaction equation
[CH3:1][SiH:2]([O:5][CH3:6])[O:3][CH3:4].[CH2:7]([Cl:11])[C:8](=[CH2:10])[CH3:9]>[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[Ru].[Ru].[Ru]>[Cl:11][CH2:7][CH:8]([CH3:9])[CH2:10][Si:2]([CH3:1])([O:5][CH3:6])[O:3][CH3:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
The procedure of Example 3 was repeated using 30.1 g of methyldimethoxysilane (1.15 equiv.), 0.0030 g of Ru3 (CO)12 (27 ppm of Ru), and 22.7 g of methallyl chloride (MAC). The MAC was added dropwise to the reactor containing the methyldimethoxysilane over 2 hours at 60° C., followed by heating the reaction mixture at 80° C. for 19 additional hours. Vacuum distillation at 5° C./22 mm provided 34.4 g (63% yield) of 3-chloro-2-methylpropylmethyldimethoxysilane. This example demonstrates that good yields are obtained when MAC is substituted for AC, and methyldimethoxysilane is substituted for TMS, in the absence of inert solvent and using only 27 ppm of Ru.
Workup
- distillationVacuum distillation at 5° C./22 mm
Sources & evidence
- ORD record
- ord-04a19e0f3cdb42e48cfdaa7f02a4c9bc
- Source dataset
- uspto-grants-1996_09
- Patent number
- US05559264
Reaction notes
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