1-(4-Bromo-3-methylphenyl)ethanol → 1-(4-Bromo-3-methylphenyl)ethanone

HRID 1501181

Reaktionsgleichung

Reaktionsgleichung von HRID 1501181
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:10])[CH3:9])=[CH:4][C:3]=1[CH3:11].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[CH3:11]

Komponenten

4

Edukt 2

HCID 790169431-(4-Bromo-3-methylphenyl)ethanolHCID 178418287HCID 178418287, Verbindung

Produkt 1

HCID 3471241-(4-Bromo-3-methylphenyl)ethanoneAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

1-(4-bromo-3-methylphenyl)ethanol (2.14 g, 9.9 mmol) and pyridinium chlorochromate (2.62 g, 12 mmol) were added to a solution of dichloromethane (30 mL) under nitrogen atmosphere. And the reaction was stirred at room temperature for 12 hours. The mixture was partitioned between dichloromethane (3*20 mL) and brine (20 mL). The organic layer was concentrated to dryness and the residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=30:1) to give 1-(4-bromo-3-methylphenyl)ethanone (2.08 g, 99%) as a colorless oil. LRMS (M+H+) m/z: calcd 211.98. found 211. 1H NMR (300 MHz, CDCl3): δ 7.81 (s, 1H), 7.62-7.61 (m, 2H), 2.58 (s, 3H), 2.46 (s, 3H).

Aufarbeitung

  1. customThe mixture was partitioned between dichloromethane (3*20 mL) and brine (20 mL)
  2. concentrationThe organic layer was concentrated to dryness
  3. customthe residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=30:1)

Quellen und Nachweise

ORD-Eintrag
ord-ff4376cd14084d4bb6dd1381031be954
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09206128B2

Verknüpfte Notizen

Wird geladen…