Toluene → Methyl 3-(4-methylphenyl)benzoate

HRID 5237

Reaktionsgleichung

Reaktionsgleichung von HRID 5237
I[C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].[C:12]1([CH3:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>IC1C=CC(C)=CC=1.[Cu]>[CH3:18][C:12]1[CH:17]=[CH:16][C:15]([C:2]2[CH:11]=[CH:10][CH:9]=[C:4]([C:5]([O:7][CH3:8])=[O:6])[CH:3]=2)=[CH:14][CH:13]=1

Komponenten

5

Edukt 2

HCID 1140TolueneHCID 69258Methyl 3-iodobenzoate

Produkt 1

HCID 1394187Methyl 3-(4-methylphenyl)benzoateAusbeute 29 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23978CopperKatalysatorHCID 122074-IodotolueneLösungsmittel

Versuchsvorschrift

To a mixture of methyl 3-iodobenzoate (26.1 g) in 4-iodotoluene (21.9 g) was added copper powder (31.8 g) gradually at 180°-190° C. The mixture was then stirred for 6 hours at 200°-210° C. The reaction mixture was cooled to room temperature, to which was added toluene. Insoluble materials were filtered off, and the filtrate was concentrated to dryness. The residue was purified by column chromatography on silica gel to afford the title compound as a colorless oil (6.61 g, 29%).

Aufarbeitung

  1. filtrationInsoluble materials were filtered off
  2. concentrationthe filtrate was concentrated to dryness
  3. customThe residue was purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-2fe8b08f64c844be852d3e2cfd2c0a0e
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05243054

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