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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 38987Erstellt: 24. Oktober 2026

Dimethylformamide → 5-Bromo-2-[(2S)-oxiran-2-ylmethoxy]benzaldehyde

https://huagongshe.com/de/reaction/38987

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktPotassium CarbonateHCID 11430—
Edukt5-BromosalicylaldehydeHCID 72863—
EduktOxiranemethanol, 4-methylbenzenesulfonate, (S)-HCID 153296—
LösungsmittelWaterHCID 962—
Produkt5-Bromo-2-[(2S)-oxiran-2-ylmethoxy]benzaldehydeHCID 86652941107,6%

Reaktionsschritte

Preparation according to Preparation 1 using 5-bromo-2-hydroxybenzaldehyde (6 g, 30 mmol), (S)-glycidyltosylate (8.2 g, 36 mmol), K2CO3 (4.9 g, 36 mmol) and DMF (12 ml). Water (100 ml) was added and the solution was extracted with EtOAc (3×100 ml). The combined organic phases were washed with LiCl (5%, 100 ml), HCl (1 N, 100 ml), brine, were dried and concentrated to give the crude title compound (8.3 g). MS m/z (rel. intensity, 70 eV) 257 (M+, 38), 256 (M+, 39), 200 (bp), 199 (87), 57 (88).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08524766B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-03d4c742822045a0b1b79b9068c24fe4
Quellennotizuspto-grants-2013_09