2,4'-Dimethoxybenzophenone → Benzophenone, 2-hydroxy-4'-methoxy-

HRID 1182026Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1182026
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17]C)=[O:10])=[CH:5][CH:4]=1>ClCCl>[OH:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:9]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:10]

Komponenten

3

Edukt 1

HCID 2262052,4'-Dimethoxybenzophenone

Produkt 1

HCID 87768Benzophenone, 2-hydroxy-4'-methoxy-Ausbeute 51,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2.61 g of (4-methoxyphenyl)(2-methoxyphenyl)methanone 52 are dissolved in dichloromethane. The mixture is cooled in an ice bath, and 3.71 g of boron tribromide-dimethyl sulfide complex are added. The mixture is warmed to room temperature and left to stir for 3 h. The reaction is then stopped by pouring into ice-water, the dichloromethane phase is separated off, and the aqueous phase is extracted several times with ethyl acetate. The combined organic phase is washed with water and sodium chloride solution, dried over sodium sulfate and concentrated. The crude product is chromatographed on silica gel with ethyl acetate/heptane. 1.26 g of the product are obtained. C14H12O3 (228.25) MS (DCl) 229.2 (M+H+)

Aufarbeitung

  1. temperatureThe mixture is cooled in an ice bath
  2. addition3.71 g of boron tribromide-dimethyl sulfide complex are added
  3. waitleft
  4. customthe dichloromethane phase is separated off
  5. extractionthe aqueous phase is extracted several times with ethyl acetate
  6. washThe combined organic phase is washed with water and sodium chloride solution
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated
  9. customThe crude product is chromatographed on silica gel with ethyl acetate/heptane

Quellen und Nachweise

ORD-Eintrag
ord-d3e6f993847e452c921605949d8fdebe
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07288528B2

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