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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 511392Erstellt: 24. Oktober 2026

Acetone → 4-Ethoxycyclohexan-1-one

https://huagongshe.com/de/reaction/511392

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetoneHCID 180—
EduktBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Edukt8-Ethoxy-1,4-dioxaspiro[4.5]decaneHCID 567358—
LösungsmittelWaterHCID 962—
Produkt4-Ethoxycyclohexan-1-oneHCID 546470—

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

A mixture of 8-Ethoxy-1,4-dioxa-spiro[4.5]decane (Compound 166F, 2 gm, 10.7 mmol) and pyridinium p-toluene sulfonate (5.4 gm, 21.5 mmol) was taken up in a 1:1 mixture of acetone and water (150 mL) and stirred at 50° C. overnight. The acetone was subsequently removed under reduced pressure and the aqueous solution was extracted with ethyl acetate. The organic layer was washed with water, dried (Na2SO4), and evaporated to give the crude material which was used in the next step without further purification. Yield: 0.8 gm (53%). 1H NMR (CDCl3, 500 MHz): δ 1.24 (t, J=7.1 Hz, 3H), 1.95 (m, 2H), 2.05 (m, 2H), 2.24 (m, 2H), 2.6 (m, 2H), 3.6 (q, J=7.1 Hz 2H), 3.7 (m, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09096624B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-c7cfa3ad87444a74aa346534eacbb44c
Quellennotizuspto-grants-2015_08