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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1816355Erstellt: 25. Oktober 2026

Benzene → (2-Phenyl-1,3-dioxan-5-yl)methanol

https://huagongshe.com/reaction/1816355

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzeneHCID 241—
EduktTriethylamineHCID 8471—
EduktBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
EduktTrimethylolmethaneHCID 78432—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt(2-Phenyl-1,3-dioxan-5-yl)methanolHCID 10679342411,8%

Reaktionsschritte

To a solution of 2-(hydroxymethyl)-1,3-propanediol (3.0 g) and dimethoxymethyl)benzene (6.36 ml) in DMF (50 ml) was added D-10-camphorsulfonic acid (1.31 g), and the mixture was stirred at ambient temperature overnight. To a reaction mixture were added triethylamine (1.18 ml) and water (150 ml) and the solution was extracted twice with ethyl acetate (150 ml). The extracts were washed with saturated aqueous sodium chloride, dried over magnesium sulfate and evaporated in vacuo. The resulting residue was chromatographed on silica gel (200 ml) eluting with a mixture of hexane and ethyl acetate (1:1 v/v). The fractions containing the object compound were collected and evaporated under reduced pressure to give (2-phenyl-1,3-dioxan-5-yl)methanol (4.51 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06884774B2
Quelldatensatzuspto-grants-2005_04
ORD IDord-53da05ec723f4f9c863a0db6e7815341
Quellennotizuspto-grants-2005_04