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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 38982Erstellt: 23. Oktober 2026

Water → 5-Bromo-2-(oxiran-2-ylmethoxy)benzaldehyde

https://huagongshe.com/de/reaction/38982

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktPotassium CarbonateHCID 11430—
EduktEpibromohydrinHCID 18430—
Edukt5-BromosalicylaldehydeHCID 72863—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt5-Bromo-2-(oxiran-2-ylmethoxy)benzaldehydeHCID 2122098295,7%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A mixture of 5-bromo-2-hydroxybenzaldehyde (10 g, 50 mmol), epibromohydrin (13.6 g, 100 mmol) and K2CO3 (10.3 g, 75 mmol) in DMF (50 ml) was heated at 60° C. for 2 h. The mixture was cooled to ambient temperature and water and EtOAc was added. The phases were separated and the combined organic phases were washed with brine, dried (Na2SO4), filtered and concentrated. The residue was purified by flash column chromatography (isooctane/EtOAc) to give the title compound (12.3 g). MS m/z (rel. intensity, 70 eV) 256 (M+, 41), 201 (77), 200 (bp), 199 (84), 63 (60).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08524766B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-a41bf53d783d4cf782501d10381e2b84
Quellennotizuspto-grants-2013_09