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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 231268Erstellt: 25. Oktober 2026

Benzyl Alcohol → 1-Benzyl-3-(12-cyclohexyldodecyl)glycerine

https://huagongshe.com/reaction/231268

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzyl AlcoholHCID 244—
EduktHydrochloric AcidHCID 313—
EduktSodium hydrideHCID 24758—
Edukt1,2-Epoxy-3-(12-cyclohexyldodecyloxy)propaneHCID 14877786—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-Benzyl-3-(12-cyclohexyldodecyl)glycerineHCID 5394223578,9%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

In 100 ml of dimethylsulfoxide is suspended 1.4 g of sodium hydride, to which 9.73 g of benzyl alcohol is added dropwise at room temperature with stirring. After the addition is over, the mixture is gradually heated to 60° C. and stirred at that temperature for 40 minutes. Then, a solution of 9.7 g of 1,2-epoxy-3-(12-cyclohexyldodecyloxy)propane in 50 ml of tetrahydrofuran is added dropwise to the mixture and the resulting mixture is stirred at 60° C. for 2 hours. The thus obtaind reaction mixture is then neutralized with dilute hydrochloric acid and extracted with hexane-ethyl acetate (1:1). The extract layer is washed with water, dried and concentrated. The residue is purified by silica gel column chromatography to yield 10.2 g of the captioned compound as an oily substance.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04845219
Quelldatensatzuspto-grants-1989_07
ORD IDord-35128eac01ce49929cd511693933e352
Quellennotizuspto-grants-1989_07