Hydrochloric Acid → Ethyl 2-amino-2-(4-bromophenyl)propanoate

HRID 2038935Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2038935
[NH2:1][C:2]([C:7]1[CH:12]=[CH:11][C:10]([Br:13])=[CH:9][CH:8]=1)([CH3:6])[C:3]([OH:5])=[O:4].Cl.[CH2:15](O)[CH3:16]>>[CH2:15]([O:4][C:3](=[O:5])[C:2]([NH2:1])([C:7]1[CH:8]=[CH:9][C:10]([Br:13])=[CH:11][CH:12]=1)[CH3:6])[CH3:16]

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 31587702-Amino-2-(4-bromophenyl)propanoic acid

Produkt 1

HCID 3494252Ethyl 2-amino-2-(4-bromophenyl)propanoateAusbeute 72 %

Versuchsvorschrift

To a solution of 2-amino-2-(4-bromo-phenyl)-propionic acid (1.0 g, 4.1 mmol) in ethanol (20 mL) was bubbled through HCl gas for five minutes. The mixture was stirred at ambient for 24 hours, then refluxed for 18 hours. The volatile component was removed in vacuo, and the residue was dissolved in ethyl acetate (150 mL), washed with NaHCO3 solution, water and brine, dried over MgSO4, filtered and concentrated in vacuo. The obtained residue was purified by flash chromatography to provide the desired product (800 mg, 72%). m/z 271.7, 273.7 (M+H)+.

Aufarbeitung

  1. temperaturerefluxed for 18 hours
  2. customThe volatile component was removed in vacuo
  3. dissolutionthe residue was dissolved in ethyl acetate (150 mL)
  4. washwashed with NaHCO3 solution, water and brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe obtained residue was purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-6fff7bd51d1b4f13876288e9244a79e0
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08575118B2

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