Diethyl Ether → 1-(4-Bromophenyl)-2-methylpropan-1-one

HRID 1384249Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1384249
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#N)=[CH:4][CH:3]=1.[CH:10]([Mg]Cl)([CH3:12])[CH3:11].[Cl-].[NH4+].C([O:19]CC)C>>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([C:6](=[O:19])[CH:10]([CH3:12])[CH3:11])=[CH:4][CH:3]=1

Komponenten

5

Edukt 4

HCID 3283Diethyl Ether2×HCID 12162Benzonitrile, 4-bromo-HCID 25517Ammonium ChlorideHCID 178418918HCID 178418918, Verbindung

Produkt 1

HCID 150747831-(4-Bromophenyl)-2-methylpropan-1-one

Versuchsvorschrift

4-Bromobenzonitrile (10 g) was dissolved in anhydrous diethyl ether (125 ml) and 2M isopropyl magnesium chloride in diethyl ether (30.24 ml) was added dropwise with stirring. The resulting solution was then heated to reflux for 18 hours. The reaction mixture was allowed to cool to ambient temperature and a saturated aqueous solution of ammonium chloride was added slowly with stirring. Stirring was continued for a further 2 hours. The organic phase was separated and the aqueous layer was extracted with diethyl ether (3×100 ml). The combined organic phases were washed with water (50 ml), then brine (50 ml), dried (MgSO4) and evaporated to give 1-bromo-4-(2-methylpropanoyl)benzene (11.6 g); 1H NMR (CDCl3): 1.15 (d, 6H), 3.1 (septet, 1H), 7.5-7.6 (m, 4H); mass spectrum (Cl+) 226 (M.)+.

Aufarbeitung

  1. temperatureThe resulting solution was then heated
  2. temperatureto reflux for 18 hours
  3. stirringwith stirring
  4. stirringStirring
  5. customThe organic phase was separated
  6. extractionthe aqueous layer was extracted with diethyl ether (3×100 ml)
  7. washThe combined organic phases were washed with water (50 ml)
  8. dry with materialbrine (50 ml), dried (MgSO4)
  9. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-c82f8bb299414fdb90e0a1928d226a4b
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06258817B1

Notizen zur Reaktion

Wird geladen…