Benzenamine, 3-bromo-4-methyl- → (3-Bromo-4-methyl-phenyl)-[1-(4-chloro-3-methyl-phenyl)-propyl]-amine

HRID 1629704Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1629704
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][CH3:10])=[CH:4][C:3]=1[CH3:12].[Br:13][C:14]1[CH:15]=[C:16]([CH:18]=[CH:19][C:20]=1[CH3:21])[NH2:17].[B][B][B][B][B][B][B][B][B][B]>CO>[Br:13][C:14]1[CH:15]=[C:16]([NH:17][CH:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([CH3:12])[CH:4]=2)[CH2:9][CH3:10])[CH:18]=[CH:19][C:20]=1[CH3:21]

Komponenten

5

Edukt 3

HCID 82187Benzenamine, 3-bromo-4-methyl-HCID 391041011-(4-Chloro-3-methylphenyl)propan-1-oneHCID 178419135HCID 178419135, Verbindung2×

Produkt 1

HCID 67343963(3-Bromo-4-methyl-phenyl)-[1-(4-chloro-3-methyl-phenyl)-propyl]-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of INT 5 (3.00 g, 16.4 mmol) and 3-bromo-4-methylaniline (3.06 g, 16.4 mmol) in MeOH (164 mL) was added decaborane (1.00 g, 8.2 mmol). The reaction mixture was stirred at room temperature overnight. More decaborane (0.50 g, 4.1 mmol) was added. The mixture was stirred at 60° C. for 2 hours. The mixture was concentrated. The residue was purified by chromatography on silica gel (heptane/EtOAc) to afford INT 8.

Aufarbeitung

  1. stirringThe mixture was stirred at 60° C. for 2 hours
  2. concentrationThe mixture was concentrated
  3. customThe residue was purified by chromatography on silica gel (heptane/EtOAc)
  4. customto afford INT 8

Quellen und Nachweise

ORD-Eintrag
ord-ed2fbaee727e43b5aeaa740330c55434
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08791100B2

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