HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402920Generated: October 30, 2026
Toluene → [2-(Bicyclo[2.2.1]hept-5-en-2-yl)ethyl](trimethoxy)silane
https://huagongshe.com/reaction/402920
Participants
| Role | Name | HCID | Charge |
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| Reactant | Toluene | HCID 1140 | — |
| Reactant | Ammonium Bicarbonate | HCID 14013 | — |
| Reactant | Trimethoxysilane | HCID 17215 | — |
| Reactant | 5-Vinyl-2-norbornene | HCID 18273 | — |
| Product | [2-(Bicyclo[2.2.1]hept-5-en-2-yl)ethyl](trimethoxy)silane | HCID 22388779 | — |
| Product | 5-Vinylnorbornyltrimethoxysilane | HCID 86678241 | — |
Reaction Steps
A flask equipped with a thermometer, condenser, stirrer and dropping funnel was charged with 120 g (1.0 mole) of 5-vinyl-2-norbornene, an amount (1×10−4 mole of platinum atoms per mole of 5-vinyl-2-norbornene) of toluene solution of platinum-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex, and 0.4 g (0.005 mole) of ammonium hydrogencarbonate. To the flask at an internal temperature of 55-65° C., 124 g (1.0 mole) of trimethoxysilane was added dropwise over 4 hours. The contents were stirred for one hour at the temperature. On analysis by gas chromatography, the percentage conversion of 5-vinyl-2-norbornene was 98%. The ratio in area % of 5-(2-trimethoxysilylethyl)-2-norbornene:5-vinylnorbornyltrimethoxysilane:bissilyl adduct formed by addition to both endocyclic olefin and vinyl was 95.3:0.1:4.6. The reaction solution was distilled, collecting 218 g of 5-(2-trimethoxysilylethyl)-2-norbornene at a boiling point of 102-103° C./0.4 kPa (yield 90%, purity 99.9%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08742155B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-8dcfae75ae7c488f9fdce060afbd9910 |
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| Source note | uspto-grants-2014_06 |
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