4-Benzyloxy-3-chloro-5-methyl-1-benzoyloxybenzene → 4-Benzoyloxy-2-chloro-6-methylphenol

HRID 1356978Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1356978
C([O:8][C:9]1[C:14]([CH3:15])=[CH:13][C:12]([O:16][C:17](=[O:24])[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:11][C:10]=1[Cl:25])C1C=CC=CC=1.[H][H]>[C].[Pd].C(OCC)(=O)C>[C:17]([O:16][C:12]1[CH:13]=[C:14]([CH3:15])[C:9]([OH:8])=[C:10]([Cl:25])[CH:11]=1)(=[O:24])[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Komponenten

5

Edukt 2

HCID 185045544-Benzyloxy-3-chloro-5-methyl-1-benzoyloxybenzeneHCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 185045884-Benzoyloxy-2-chloro-6-methylphenolAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A reaction vessel was charged with 35 g of 4-benzyloxy-3-chloro-5-methyl-1-benzoyloxybenzene and 200 ml of ethyl acetate, and the air in the vessel was replaced with nitrogen. Then, 2 g of 10% palladium carbon was added, and the nitrogen in the vessel was replaced with hydrogen, followed by vigorous stirring at room temperature for 10 hours. The hydrogen in the vessel was replaced with nitrogen, after which the reaction mixture was filtered, and the filtrate was concentrated. The residue was subjected to silica gel chromatography, which afforded 25 g of 4-benzoyloxy-2-chloro-6-methylphenol (96% yield).

Aufarbeitung

  1. filtrationafter which the reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-99adce6f700a4362a9f70866ffde0e28
Quelldatensatz
uspto-grants-2003_07
Patentnummer
US06589914B2

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