4'-Hydroxypropiophenone → HCID 86085445, Verbindung

HRID 1669247

Reaktionsgleichung

Reaktionsgleichung von HRID 1669247
[OH-].[Na+].[OH:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:13])[CH2:11][CH3:12])=[CH:6][CH:5]=1.Cl[CH2:15][C:16]1[C:17]([CH3:25])=[C:18]([CH3:24])[CH:19]=[C:20]([CH3:23])[C:21]=1[CH3:22]>CCO.O>[CH3:22][C:21]1[C:20]([CH3:23])=[CH:19][C:18]([CH3:24])=[C:17]([CH3:25])[C:16]=1[CH2:15][O:3][C:4]1[CH:5]=[CH:6][C:7]([C:10](=[O:13])[CH2:11][CH3:12])=[CH:8][CH:9]=1

Komponenten

6

Edukt 3

HCID 62714'-HydroxypropiophenoneHCID 14798Sodium HydroxideHCID 819393-(Chloromethyl)-1,2,4,5-tetramethylbenzene

Produkt 1

HCID 86085445HCID 86085445, VerbindungAusbeute 67,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

NaOH (1.6 g, 40 mmol) is added to the solution of 1-(4-hydroxy-phenyl)-propan-1-one (3.0 g, 20 mmol) in EtOH (50 mL) and water (30 mL), followed by the addition of 3-Chloromethyl-1,2,4,5-tetramethyl-benzene (5.5 g, 30 mol). The resulting mixture is heated to turn into clear solution and stirred at room temperature overnight. The reaction is quenched by 1N HCl and extracted with ethyl acetate (3×100 mL). The combined organic layers are washed with water, brine, dried (MgSO4), concentrated and chromatographed to afford the titled compound as a white solid (4.0 g).

Aufarbeitung

  1. temperatureThe resulting mixture is heated
  2. customThe reaction is quenched by 1N HCl
  3. extractionextracted with ethyl acetate (3×100 mL)
  4. washThe combined organic layers are washed with water, brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. customchromatographed

Quellen und Nachweise

ORD-Eintrag
ord-c3a58e85ffe24f79bd6fe328aa87a9f6
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07989457B2

Verknüpfte Notizen

Wird geladen…