Trimethoxysilane → HCID 10198352, compound

HRID 321896

Reaction equation

HRID 321896 reaction equation
[O:1]1[CH2:7][CH:2]1[CH2:3][CH2:4][CH:5]=[CH2:6].[CH3:8][O:9][SiH:10]([O:13][CH3:14])[O:11][CH3:12]>C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Cl-].[Rh].C1(C)C=CC=CC=1>[O:1]1[CH2:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][Si:10]([O:13][CH3:14])([O:11][CH3:12])[O:9][CH3:8]

Participants

5

Reactant 2

HCID 17215TrimethoxysilaneHCID 663141,2-Epoxy-5-hexene

Product 1

HCID 10198352HCID 10198352, compoundYield 61%

Reagents, catalysts & solvents 2

HCID 84599Chlorotris(triphenylphosphine)rhodium(I)CatalystHCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

In a 100 mL round-bottom flask were placed 8.5 mL of 5,6-epoxy-1-hexene (0.1 moles), 1.5 equivalents of trimethoxysilane (17 mL), 30 mL of toluene dried by refluxing with sodium benzophenone ketyl, and 3 mg of tris(triphenylphosphine)rhodium (I) chloride. The resulting light purple solution was stirred and heated at 80° C. for 12 hours. The solvent was removed under reduced pressure, and the resulting oil subjected to fractional vacuum distillation. 5,6-Epoxyhexyltrimethoxysilane was obtained (13.5 g, 61% yield) as a colorless liquid.

Workup

  1. customIn a 100 mL round-bottom flask were placed
  2. customThe solvent was removed under reduced pressure
  3. distillationthe resulting oil subjected to fractional vacuum distillation

Sources & evidence

ORD record
ord-f5b42606a5144da88150f33ffc142887
Source dataset
uspto-grants-2001_04
Patent number
US06210790B1

Linked notes

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