Methyl Chloride → 2-Bromo-1-o-tolyl-propan-1-one

HRID 342707

Reaktionsgleichung

Reaktionsgleichung von HRID 342707
CCl.[C:3]1([CH3:13])[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9](=[O:12])[CH2:10][CH3:11].C1C=CC(N=NC2C=CC(N)=NC=2N)=CC=1.Cl.[Br-:31]>C1COCC1>[Br:31][CH:10]([CH3:11])[C:9]([C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[CH3:13])=[O:12]

Komponenten

5

Edukt 3

HCID 6327Methyl ChlorideHCID 2648092'-MethylpropiophenoneHCID 22476926Pyridium bromide

Produkt 1

HCID 235027102-Bromo-1-o-tolyl-propan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a 50 ml round bottomed flask with stirring bar and an argon inlet was added CH3Cl (10 ml), THF (5 ml), 1-o-tolyl-propan-1-one (318 mg, 2.14 mmol, and pyridium bromide perbromide (735 mg, 2.36 mmol). This solution was stirred at ambient temperature for 2 h. The reaction mixture was washed with 5% aqueous HCl, H2O, and brine. Drying (MgSO4), filtration and removal of sovent in vacuo gave an oil. This material was chromatographed (Silica gel, 5% EtOAc/Hexane) to affort the title product.

Aufarbeitung

  1. stirringThis solution was stirred at ambient temperature for 2 h
  2. washThe reaction mixture was washed with 5% aqueous HCl, H2O, and brine
  3. customDrying
  4. filtration(MgSO4), filtration and removal of sovent in vacuo
  5. customgave an oil
  6. customThis material was chromatographed (Silica gel, 5% EtOAc/Hexane)

Quellen und Nachweise

ORD-Eintrag
ord-03b90dd9887e4db4b7c8cd1fe917ae6a
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05859035

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