Borane;tetrahydrofuran → 2-(2-Bromo-4-fluorophenyl)-2-methylpropan-1-amine

HRID 558116Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 558116
B.C1COCC1.[Br:7][C:8]1[CH:13]=[C:12]([F:14])[CH:11]=[CH:10][C:9]=1[C:15]([CH3:19])([CH3:18])[C:16]#[N:17]>C1COCC1>[Br:7][C:8]1[CH:13]=[C:12]([F:14])[CH:11]=[CH:10][C:9]=1[C:15]([CH3:19])([CH3:18])[CH2:16][NH2:17]

Komponenten

4

Edukt 2

HCID 2723981Borane;tetrahydrofuranHCID 574450632-(2-Bromo-4-fluorophenyl)-2-methylpropanenitrile

Produkt 1

HCID 574450652-(2-Bromo-4-fluorophenyl)-2-methylpropan-1-amineAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Add borane-THF complex (2 M in THF, 10 mL, 20 mmol) to a stirred solution of 2-(2-bromo-4-fluoro-phenyl)-2-methyl-propionitrile (0.8 g, 3.30 mmol) in 10 mL of THF at 0° C. Stir the mixture at 0° C. to RT over the weekend. Quench the reaction with diluted ammonium hydroxide. Extract the product with chloroform. Dry the organic phase over sodium sulfate and concentrate to give the title compound (0.8 g, 99%). MS (ES) m/z 246/248 [M+1]+.

Aufarbeitung

  1. customQuench
  2. customthe reaction with diluted ammonium hydroxide
  3. extractionExtract the product with chloroform
  4. dry with materialDry the organic phase over sodium sulfate
  5. concentrationconcentrate

Quellen und Nachweise

ORD-Eintrag
ord-e0a86ba2cea449d8aaf894b0330cb5f9
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063035B2

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