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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrimethylsilyl triflateHCID 65367—
Edukt2,2,7,7-Tetramethyl-3,6-dioxa-2,7-disilaoctaneHCID 81858—
EduktMethyl 3-oxocyclohexane-1-carboxylateHCID 566099—
LösungsmittelDichloromethaneHCID 6344—
ProduktMethyl 1,4-dioxaspiro[4.5]decane-7-carboxylateHCID 372311—

Reaktionsbedingungen

Temperatur-78 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09174982B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-ccab818e9a8847958280b228c5ec5b04
Quellennotizuspto-grants-2015_11