Acetonitrile → Bis(p-chlorophenyl)amine

HRID 589246Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 589246
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](B(O)O)=[CH:4][CH:3]=1.NO.[ClH:13].C([O-])([O-])=O.[K+].[K+].[CH3:20][C:21]#[N:22]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:22][C:21]2[CH:4]=[CH:3][C:2]([Cl:13])=[CH:7][CH:20]=2)=[CH:4][CH:3]=1

Komponenten

5

Edukt 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 742994-Chlorophenylboronic acidHCID 443297Hydroxyamine hydrochloride

Produkt 1

HCID 234111Bis(p-chlorophenyl)amine

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

Under air, a 500-mL rbf was charged with (4-chlorophenyl)boronic acid (15.0 g, 96.0 mmol, 1 eq.), NH2OH.HCl (8.0 g, 115 mmol, 1.2 eq.), CuBr (2.75 g, 19.18 mmol, 0.2 eq.), K2CO3 (19.89 g, 144.0 mmol, 1.5 eq.), and CH3CN (320 mL). The reaction mixture was stirred at 70° C. for 24 h. The completion of the reaction was monitored by TLC. The solvent was evaporated under reduced pressure and the residue was purified by flash column chromatography on a silica gel using 10%-20% EtOAc in hexanes to give the product as brown oil that solidifies when dried under vacuum.

Aufarbeitung

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was purified by flash column chromatography on a silica gel using 10%-20% EtOAc in hexanes

Quellen und Nachweise

ORD-Eintrag
ord-c8ffc496ff8a4f36a63686dc5a044e11
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09227986B2

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