N-Bromosuccinamide → 6-Bromo-5-fluoro-1,2,3,4-tetrahydroquinolin-2-one

HRID 1521658Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1521658
[F:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][C:6](=[O:12])[NH:7]2.[Br:13]NC(=O)CCC(N)=O>CN(C)C=O>[Br:13][C:11]1[C:2]([F:1])=[C:3]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:12])[CH2:5][CH2:4]2

Komponenten

4

Edukt 2

HCID 9834204N-BromosuccinamideHCID 227369425-Fluoro-3,4-dihydroquinolin-2(1H)-one

Produkt 1

HCID 709801486-Bromo-5-fluoro-1,2,3,4-tetrahydroquinolin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a stirred solution of 5-fluoro-3,4-dihydroquinolin-2(1H)-one (146-4; 0.45 g, 0.00272 mol) in N,N-dimethylformamide (10 mL) was added N-bromosuccinamide (0.53 g, 0.0029 mol). Reaction mass was allowed to stir for overnight. Ice cold water was added to reaction mass. The solid separated was filtered and dried thoroughly to obtain the title compound. MS (M+1): 246.0.

Aufarbeitung

  1. customReaction mass
  2. additionIce cold water was added to reaction mass
  3. customThe solid separated
  4. filtrationwas filtered
  5. customdried thoroughly

Quellen und Nachweise

ORD-Eintrag
ord-80f57e261f5a44dcac8d28ddc0847a22
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09073929B2

Notizen zur Reaktion

Wird geladen…