HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 706946Erstellt: 25. Oktober 2026
Trimethylsilyl triflate → Methyl 1,4-dioxaspiro[4.5]decane-7-carboxylate
https://huagongshe.com/reaction/706946
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Trimethylsilyl triflate | HCID 65367 | — |
| Edukt | 2,2,7,7-Tetramethyl-3,6-dioxa-2,7-disilaoctane | HCID 81858 | — |
| Edukt | Methyl 3-oxocyclohexane-1-carboxylate | HCID 566099 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Methyl 1,4-dioxaspiro[4.5]decane-7-carboxylate | HCID 372311 | — |
Reaktionsschritte
To a solution of trimethylsilyltrifluoromethanesulfonate (0.034 mL) in dry dichloromethane (5 mL) was added 1,2-bis(trimethylsiloxy)ethane (4.55 mL) followed by methyl 3-oxocyclohexanecarboxylate (2.9 g). The reaction mixture was stirred for 3 hours at −78° C. The reaction mixture was quenched with dry pyridine (0.5 mL), poured into saturated aqueous NaHCO3, and extracted with ether. The ether layer was dried over Na2CO3/Na2SO4. The reaction mixture was concentrated and purified by flash chromatography on silica with 5 to 30% ethyl acetate in hexanes to provide the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09174982B2 |
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| Quelldatensatz | uspto-grants-2015_11 |
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| ORD ID | ord-ccab818e9a8847958280b228c5ec5b04 |
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| Quellennotiz | uspto-grants-2015_11 |
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