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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1194013Erstellt: 25. Oktober 2026

Water → (2R,6R)-2-(2'-phenylethyl)-6-methyl-1,3-dioxan-4-one

https://huagongshe.com/reaction/1194013

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktBenzenepropanalHCID 7707—
Edukt3-Hydroxybutanoic acid, (R)-HCID 92135—
EduktPyridinium.p-toluenesulfonateHCID 22033616—
LösungsmittelDichloromethaneHCID 6344—
Produkt(2R,6R)-2-(2'-phenylethyl)-6-methyl-1,3-dioxan-4-oneHCID 1374177663,5%

Reaktionsschritte

A mixture of (R)-3-hydroxybutanoic acid (7.8 g), 3-phenylpropionaldehyde (6.71 g) and pyridinium toluene-4-sulphonic acid (ca. 10 mmol %) in dichloromethane (300 ml) was stirred, under reflux, for 48 hours with removal of water. The reaction mixture was cooled to room temperature, washed three times with saturated sodium bicarbonate, dried (MgSO4) and evaporated under reduced pressure. The residue was crystallised from ether/pentane to give (2R,6R)-2-(2'-phenylethyl)-6-methyl-1,3-dioxan-4-one (7.0 g), m.p. 49.7°-50.9° C.; [α]DR.T. =15.2(c=1.05; CHCl3).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04812476
Quelldatensatzuspto-grants-1989_03
ORD IDord-22f3e655f0634123b861e7ded464c1aa
Quellennotizuspto-grants-1989_03