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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 31580Erstellt: 24. Oktober 2026

Dimethyl Sulfoxide → 1,3-Bis(benzyloxy)propan-2-one

https://huagongshe.com/de/reaction/31580

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktDichloromethaneHCID 6344—
EduktTriethylamineHCID 8471—
Edukt1,3-Bis(benzyloxy)propan-2-olHCID 247614—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Produkt1,3-Bis(benzyloxy)propan-2-oneHCID 11391582100,7%

Reaktionsschritte

To a dichloromethane (200 ml) solution of 1,3 dibenzyloxy-2-propanol (52 g, 191 mmol), triethylamine (130 ml, 933 mmol), and dimethylsulfoxide (65 ml, 916 mmol), sulfur trioxide pyridine complex (131 g, 823 mmol) was added at 0° C. and stirred at 0° C. to room temperature for 2 hours. To the mixture, water and ethyl acetate were added. The organic layer was washed with 2N hydrochloric acid, water and an aqueous saline solution, dried over anhydrous sodium sulfate, and concentrated. As a result, the title compound (52.01 g, quantitative yield) was obtained as a brown oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07425634B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-5fdc6b4a911145dca63478f37c7d5b06
Quellennotizuspto-grants-2008_09