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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 737075Erstellt: 24. Oktober 2026

Bromoacetyl bromide → 2-Bromo-N-((S)-2-hydroxy-2-phenyl-ethyl)-acetamide

https://huagongshe.com/de/reaction/737075

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBromoacetyl bromideHCID 61147—
Edukt(1S)-2-amino-1-phenylethan-1-olHCID 643217—
LösungsmittelEthyl AcetateHCID 8857—
LösungsmittelSodium BicarbonateHCID 516892—
Produkt2-Bromo-N-((S)-2-hydroxy-2-phenyl-ethyl)-acetamideHCID 57849523—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a cold (0° C.) biphasic solution of (S)-(+)-2-amino-1-phenylethanol (6.2 g, 45.2 mmol) in EtOAc (450 mL) and saturated aqueous NaHCO3 (125 mL) was added bromoacetyl bromide (4.32 mL, 49.7 mmol) via syringe. The mixture was stirred at 0° C. for 1 h then layers were separated. The aqueous layer was extracted with EtOAc (2×100 mL) then combined organics were dried with Na2SO4, filtered, and concentrated to dryness to afford the desired product as a residue (11.6 g, quant.) that was used in the next transformation: ES MS (+) m/z 258.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07595397B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-0f41999e5516492d8bc0bb872ca32808
Quellennotizuspto-grants-2009_09