Chloro-methoxy-dimethylsilane → tert-Butylmethoxydimethylsilane

HRID 1678560Notes

Reaction equation

HRID 1678560 reaction equation
[C:1]([Mg]Cl)([CH3:4])([CH3:3])[CH3:2].C([Mg]Cl)(C)C.[CH3:12][Si:13]([CH3:17])([O:15][CH3:16])Cl>C1(C)C=CC=CC=1.C1COCC1>[C:1]([Si:13]([CH3:17])([CH3:12])[O:15][CH3:16])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 3

HCID 74579Chloro-methoxy-dimethylsilaneHCID 178418310HCID 178418310, compoundHCID 178418918HCID 178418918, compound

Product 1

HCID 11446417tert-Butylmethoxydimethylsilane

Reagents, catalysts & solvents 2

HCID 1140TolueneSolvent2×HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

To the silane mixture comprising dimethylmethoxychlorosilane as produced by the disproportionation reaction in (a) above, was added 150 ml of toluene to dissolve the silanes in toluene, and to give a toluene solution of said silane mixture. To the toluene solution was added dropwise the THF solution of tert-butyl magnesium chloride as produced in Example 20, through a dropping funnel, at 40° C.-50° C. over 1 hour. Then, the resulting mixture was stirred at 70° C. for 4 hours. The Grignard reagent could react with dimethylmethoxychlorosilane contained in the said toluene solution, to produce tert-butyldimethylmethoxysilane.

Workup

  1. customas produced in Example 20, through a dropping funnel, at 40° C.-50° C. over 1 hour

Sources & evidence

ORD record
ord-cefd55b2451f41399abbeb5fc7867f43
Source dataset
uspto-grants-2011_08
Patent number
US08008521B2

Reaction notes

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