Ethyl 2-[4-(2-benzyloxyethyl)phenoxy]-2-methylpropionate → Ethyl 2-[4-(2-hydroxy-ethyl)-phenoxy]-2-methyl-propionate

HRID 1006453Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1006453
C([O:8][CH2:9][CH2:10][C:11]1[CH:25]=[CH:24][C:14]([O:15][C:16]([CH3:23])([CH3:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:13][CH:12]=1)C1C=CC=CC=1>C(O)C.[Pd]>[OH:8][CH2:9][CH2:10][C:11]1[CH:12]=[CH:13][C:14]([O:15][C:16]([CH3:22])([CH3:23])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:24][CH:25]=1

Komponenten

4

Edukt 1

HCID 15453494Ethyl 2-[4-(2-benzyloxyethyl)phenoxy]-2-methylpropionate

Produkt 1

HCID 15229879Ethyl 2-[4-(2-hydroxy-ethyl)-phenoxy]-2-methyl-propionateAusbeute 87,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of ethyl 2-[4-(2-benzyloxyethyl)-phenoxy]-2-methylpropionate (480 mg) in ethanol (3.0ml) was added 10% palladium on activated carbon (30 mg), and the mixture was stirred for 48 hours at room temperature under a hydrogen atmosphere. The catalyst was filtered off, and the solvent of the filtrate was removed under reduced pressure. Purification of the residue by medium pressure liquid column chromatography on silica gel (eluent: hexane/diethyl ether=1/1) gave ethyl 2-[4-(2-hydroxyethyl)phenoxy]-2-methylpropionate (310 mg).

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. customthe solvent of the filtrate was removed under reduced pressure
  3. customPurification of the residue by medium pressure liquid column chromatography on silica gel (eluent: hexane/diethyl ether=1/1)

Quellen und Nachweise

ORD-Eintrag
ord-57a19fd0a65a41a0ade8ba84f4e83072
Quelldatensatz
uspto-grants-2004_09
Patentnummer
US06790865B2

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