Ammonium Chloride → (S)-1-(2-Bromophenyl)ethanamine

HRID 605338Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 605338
[N:1]([C@H:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[Br:12])[CH3:5])=[N+]=[N-].[NH4+].[Cl-].[In]>CCO.O>[Br:12][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[C@@H:4]([NH2:1])[CH3:5]

Komponenten

5

Edukt 3

HCID 25517Ammonium ChlorideHCID 5359967IndiumHCID 866155641-[(1S)-1-azidoethyl]-2-bromobenzene

Produkt 1

HCID 2530257(S)-1-(2-Bromophenyl)ethanamineAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 19096565Water ethanolLösungsmittel

Versuchsvorschrift

To a solution of (S)-1-(1-azidoethyl)-2-bromobenzene (45 mg, 0.2 mmol) in EtOH/H2O (5 mL/5 mL) was added in NH4Cl (108 mg, 2.0 mmol) and indium (91 mg, 0.8 mmol). The mixture was refluxed overnight. The reaction mixture was filtered, washed with EtOH and evaporated. The residue was triturated with AcOEt and filtered. The filtrate was evaporated to give the title compound (35 mg, 88%).

Aufarbeitung

  1. temperatureThe mixture was refluxed overnight
  2. filtrationThe reaction mixture was filtered
  3. washwashed with EtOH
  4. customevaporated
  5. customThe residue was triturated with AcOEt
  6. filtrationfiltered
  7. customThe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-041214f9c7a8431296a83e4f76dac554
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07910595B2

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