Reaktionsgleichung
[NH2:1][CH2:2][C@H:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[OH:4].[Br:11][CH2:12][C:13](Br)=[O:14]>CCOC(C)=O.C([O-])(O)=O.[Na+]>[Br:11][CH2:12][C:13]([NH:1][CH2:2][C@@H:3]([OH:4])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:14]Komponenten
5
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
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.
Aufarbeitung
- customlayers were separated
- extractionThe aqueous layer was extracted with EtOAc (2×100 mL)
- dry with materialcombined organics were dried with Na2SO4
- filtrationfiltered
- concentrationconcentrated to dryness
Quellen und Nachweise
- ORD-Eintrag
- ord-0f41999e5516492d8bc0bb872ca32808
- Quelldatensatz
- uspto-grants-2009_09
- Patentnummer
- US07595397B2
Verknüpfte Notizen
Wird geladen…