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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 6043Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/6043

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-CyanophenolHCID 13394—
Edukt2,3,4-tri-O-acetyl-5-thio-alpha-xylopyranosyl bromideHCID 10926314—
KatalysatorZincchlorideHCID 3007855—
KatalysatorSilver imidazolateHCID 10931941—
LösungsmittelDichloromethaneHCID 6344—
Produkt3-cyanophenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranosideHCID 1506785633,3%

Reaktionsschritte

If the procedure described in Preparation LXXXIII is followed starting from 2 g (16.8.10-3 mol) of 3-hydroxybenzonitrile, 2.9 mg (16.5.10-3 mol) of silver imidazolate, 6.5 g (18.3.10-3 mol) of 2,3,4-tri-O-acetyl-5-thio-α-D-xylopyranosyl bromide and 4.6 g (33.6.10-3 mol) of zinc chloride in 80 ml of methylene chloride, 2.2 g (yield: 33%) of the expected product are obtained after purification by chromatography on silica gel using a hexane/ethyl acetate mixture (3/1 v/v) as the eluent, and precipitation in ether.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05246961
Quelldatensatzuspto-grants-1993_09
ORD IDord-9094a061a11242d6a707afb2325720a6
Quellennotizuspto-grants-1993_09