N-bromobutanimide → HCID 86718002, Verbindung

HRID 1500463Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1500463
[CH3:1][C:2]1[CH:3]=[C:4]([NH2:11])[C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1.C1C(=O)N([Br:19])C(=O)C1>CN(C=O)C>[Br:19][C:10]1[C:6]2[CH2:7][CH2:8][O:9][C:5]=2[C:4]([NH2:11])=[CH:3][C:2]=1[CH3:1]

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 552848285-Methyl-2,3-dihydro-1-benzofuran-7-amine

Produkt 1

HCID 86718002HCID 86718002, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a mixture of 5-methyl-2,3-dihydrobenzofuran-7-amine (1d) (1.0 g, 6.7 mmol) in DMF (21 mL) at 0° C., was added NBS (1.19 g, 6.7 mmol), it was stirred at 0° C., for 15 min. The mixture was extracted with EtOAc (150 mL), washed with saturated NaHSO3 (50 mL), water, brine, dried and concentrated. The residue was purified by column chromatography on silica gel eluting with hexanes/EtOAc (20:1) to give the title compound (1e) as a yellow solid. MS-ESI (m/z): 228 (M+1)+.

Aufarbeitung

  1. extractionThe mixture was extracted with EtOAc (150 mL)
  2. washwashed with saturated NaHSO3 (50 mL), water, brine
  3. customdried
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography on silica gel eluting with hexanes/EtOAc (20:1)

Quellen und Nachweise

ORD-Eintrag
ord-a29238825bde4c5998fa3ff4d3ceb847
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09206166B2

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