Methyltrimethoxysilane → HCID 86712059, compound

HRID 1852311Notes

Reaction equation

HRID 1852311 reaction equation
[CH2:1]([Si:9]([O:14][CH3:15])([O:12][CH3:13])[O:10][CH3:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH:6]([CH3:8])[CH3:7].CC(CC(C)(C)C)C[Si](OC)(OC)[O:20]C.C[Si](OC)(OC)OC.[OH-].[K+:40]>O>[CH3:1][Si:9]([O:14][CH3:15])([O:12][CH3:13])[O:10][CH3:11].[CH2:1]([Si:9]([O:14][CH3:15])([O:10][CH3:11])[O:12][CH3:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH:6]([CH3:8])[CH3:7].[OH-:20].[K+:40]

Participants

6

Reactant 4

HCID 14456MethyltrimethoxysilaneHCID 14797Potassium HydroxideHCID 118163Trimethoxy(2,4,4-trimethylpentyl)silaneHCID 17780421HCID 17780421, compound

Product 1

HCID 86712059HCID 86712059, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Procedure

A 500 ml 5-neck round-bottom flask rendered inert with nitrogen and equipped with paddle stirrer, dropping funnel, thermometer, and water separator with reflux condenser is charged with 20 g (0.085 mol) of isooctyltrimethoxysilane (=2,4,4-trimethyl-1-pentyltrimethoxysilane, available commercially from Wacker Chemie AG as SILRES® BS 1316), 35 g (0.25 mol) of methyltrimethoxysilane (available commercially from Wacker Chemie AG), and 41 g of Isopar E (isoparaffinic hydrocarbon mixture with a boiling range of 113-143° C., available commercially from ExxonMobil). With stirring at 300 rpm, 32.1 g of 50% strength potassium hydroxide solution (0.286 mol KOH) are metered in over 10 minutes. This is followed by heating to reflux, with the water separator filled to the brim with Isopar E. The distillate separates out as the lower phase in the water separator. Up to a boiling temperature of 118° C., 41.4 g of clear colorless distillate are collected, which according to analysis by gas chromatography contains 80.4% methanol and 18.4% water. The hydrolysis of the methoxy radicals, accordingly, is quantitative. During the distillation, the reaction mixture undergoes transformation into a suspension. The volatile constituents are removed by distillation at 100° C./4 hPa. The residue left is 46.3 g of a white, coarse powder whose solids content is 99.9% (determined using the HR73 Halogen Moisture Analyzer solids content balance from Mettler Toledo at 160° C.)

Workup

  1. customA 500 ml 5-neck round-bottom flask rendered inert with nitrogen
  2. customequipped with paddle stirrer
  3. temperaturewith reflux condenser
  4. customare metered in over 10 minutes
  5. temperatureby heating
  6. additionseparator filled to the brim with Isopar E
  7. distillationUp to a boiling temperature of 118° C., 41.4 g of clear colorless distillate are collected
  8. customThe hydrolysis of the methoxy radicals
  9. distillationDuring the distillation
  10. customThe volatile constituents are removed by distillation at 100° C./4 hPa
  11. waitThe residue left
  12. customat 160° C.

Sources & evidence

ORD record
ord-24b030592b534aba9a0690eeab3b648b
Source dataset
uspto-grants-2015_02
Patent number
US08961672B2

Reaction notes

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