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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 6044Erstellt: 23. Oktober 2026

3-Cyanophenol → 3-cyanophenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside

https://huagongshe.com/de/reaction/6044

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-CyanophenolHCID 13394—
Edukt2,3,4-Tri-o-acetyl-5-thioxylopyranosyl bromideHCID 11382683—
KatalysatorZinc OxideHCID 3007857—
LösungsmittelTolueneHCID 1140—
LösungsmittelAcetonitrileHCID 6342—
Produkt3-cyanophenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranosideHCID 1506785625%

Reaktionsschritte

If the procedure described in Preparation LXXVIII is followed starting from 0.5 g (1.4.10-3 mol) of 2,3,4-tri-O-acetyl-5-thio-D-xylopyranosyl bromide, 0.25 g (2.1.10-3 mol) of 3-hydroxybenzonitrile and 170 mg (2.1.10-3 mol) of zinc oxide (ZnO) in 4 ml of anhydrous toluene and 4 ml of acetonitrile, 138 mg (yield: 25%) of the expected product are obtained after purification by chromatography on silica gel using a hexane/ethyl acetate mixture (2/1 v/v) as the eluent, and precipitation in ether.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05246961
Quelldatensatzuspto-grants-1993_09
ORD IDord-de6b93c29d3a4007a7f8a9a45c1c7379
Quellennotizuspto-grants-1993_09