7-Oxabicyclo[4.1.0]heptane, 3-ethenyl- → Epoxycyclohexylethyltrimethoxysilane

HRID 1737124

Reaction equation

HRID 1737124 reaction equation
[CH:1]([CH:3]1[CH2:8][CH2:7][CH:6]2[O:9][CH:5]2[CH2:4]1)=[CH2:2].[CH3:10][O:11][SiH:12]([O:15][CH3:16])[O:13][CH3:14]>[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl>[O:9]1[CH:6]2[CH:5]1[CH2:4][CH:3]([CH2:1][CH2:2][Si:12]([O:15][CH3:16])([O:13][CH3:14])[O:11][CH3:10])[CH2:8][CH2:7]2

Participants

4

Reactant 2

HCID 78327-Oxabicyclo[4.1.0]heptane, 3-ethenyl-HCID 17215Trimethoxysilane

Product 1

HCID 18819EpoxycyclohexylethyltrimethoxysilaneYield 90%

Reagents, catalysts & solvents 1

HCID 61859Chloroplatinic acidCatalyst

Conditions

Temperature
89 °C

Procedure

The apparatus of Example B was charged with 148.8 g (1.2 mol) of 1-vinyl-3,4-epoxycyclohexane, 1.3 g of a carboxylic acid promoter, and 0.15 ml Of 10% chloroplatinic acid catalyst solution. The flask contents were heated to 89° C. and dropwise addition of 122.8 g (1.0 mol) of trimethoxysilane was begun. The reaction temperature was controlled at 90°-95° C. with an ice bath. Reaction was maintained at that temperature for half an hour after completion of addition, which took 18 minutes. Analysis by gas chromatography showed a yield of 90% of 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane. This example demonstrates a standard preparation of 2-(3,4-epoxycyclohexylethyltrimethoxysilane using commercial chloroplatinic acid.

Workup

  1. customThe reaction temperature was controlled at 90°-95° C. with an ice bath
  2. customReaction
  3. temperaturewas maintained at that temperature for half an hour
  4. additionafter completion of addition, which

Sources & evidence

ORD record
ord-369c5ecb60bc4210a35479607be3e2f9
Source dataset
uspto-grants-1999_10
Patent number
USRE036330

Linked notes

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