Dichloromethane → 2-Chloro-4-hydroxy-5-methoxybenzaldehyde

HRID 253454

Reaktionsgleichung

Reaktionsgleichung von HRID 253454
[Cl:1][C:2]1[CH:9]=[C:8]([O:10]C)[C:7]([O:12][CH3:13])=[CH:6][C:3]=1[CH:4]=[O:5].ClCCl.[Cl-].[Cl-].[Cl-].[Al+3]>O>[Cl:1][C:2]1[CH:9]=[C:8]([OH:10])[C:7]([O:12][CH3:13])=[CH:6][C:3]=1[CH:4]=[O:5]

Komponenten

5

Edukt 3

HCID 6344DichloromethaneHCID 2793512-Chloro-4,5-dimethoxybenzaldehydeHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 290002-Chloro-4-hydroxy-5-methoxybenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

2-Chloro-4,5-dimethoxy-benzaldehyde (135, 2.00 g, 0.00997 mol), dichloromethane (73.44 mL) and aluminum trichloride (2.50 g, 0.0187 mol) were combined under an atmosphere of nitrogen. The reaction was stirred at room temperature overnight. The reaction was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and washed with 5% ethyl acetate in hexane to provide an off-white solid (136, 757 mg, 41%). MS (ESI) [M−H+]−=185.0, 187.0.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated
  5. washwashed with 5% ethyl acetate in hexane
  6. customto provide an off-white solid (136, 757 mg, 41%)

Quellen und Nachweise

ORD-Eintrag
ord-3c53600ed01e4328b9b0ac80bc165aa0
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07872018B2

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