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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2963Erstellt: 25. Oktober 2026

Bromoacetyl bromide → N-(Benzyloxy)-2-bromoacetamide

https://huagongshe.com/reaction/2963

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBromoacetyl bromideHCID 61147—
EduktDiisopropylethylamineHCID 81531—
EduktBenzyloxyamine hydrochlorideHCID 102312—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
ProduktN-(Benzyloxy)-2-bromoacetamideHCID 1543488652%

Reaktionsschritte

To a 0° C. solution of O-benzylhydroxylamine hydrochloride (1.6 g, 10 mmol) in THF (40 mL) was added bromoacetyl bromide (871 μL, 10 mmol) and diisopropylethylamine (3.5 mL, 20 mmol). The reaction mixture was warmed to room temperature overnight and diluted with ethyl acetate and water. The aqueous layer was separated and extracted with ethyl acetate. The organic layers were combined, dried over Na2SO4, filtered and concentrated in vacuo. The crude material was purified by silica gel flash column chromatography with ethyl acetate-hexane to give 1.27 g (52%) of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05731438
Quelldatensatzuspto-grants-1998_03
ORD IDord-31db870c320a495ea81c261721daf508
Quellennotizuspto-grants-1998_03