[Rac]-3-(4-benzyloxy-3-fluoro-phenyl)-2-isopropoxy-propionic acid ethyl ester → [Rac]-3-(3-fluoro-4-hydroxy-phenyl)-2-isopropoxy-propionic acid ethyl ester

HRID 394306

Reaktionsgleichung

Reaktionsgleichung von HRID 394306
[CH2:1]([O:3][C:4](=[O:26])[CH:5]([O:22][CH:23]([CH3:25])[CH3:24])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13]CC2C=CC=CC=2)=[C:9]([F:21])[CH:8]=1)[CH3:2]>[Pd].C1COCC1>[CH2:1]([O:3][C:4](=[O:26])[CH:5]([O:22][CH:23]([CH3:25])[CH3:24])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([F:21])[CH:8]=1)[CH3:2]

Komponenten

4

Edukt 1

HCID 68617305[Rac]-3-(4-benzyloxy-3-fluoro-phenyl)-2-isopropoxy-propionic acid ethyl ester

Produkt 1

HCID 68616202[Rac]-3-(3-fluoro-4-hydroxy-phenyl)-2-isopropoxy-propionic acid ethyl esterAusbeute 97,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

0.5 g of 10% palladium on charcoal were added to a solution of 3.7 g of [rac]-3-(4-benzyloxy-3-fluoro-phenyl)-2-isopropoxy-propionic acid ethyl ester (10.26 mmol) in 30 ml of THF and the compound was stirred under an atmosphere of H2, at normal pressure and ambient temperature, until the absorption of gas stopped. After filtration of the catalyst and evaporation of the filtrate, 2.7 g of [rac]-3-(3-fluoro-4-hydroxy-phenyl)-2-isopropoxy-propionic acid ethyl ester were obtained as colorless viscous oil (97.3% of theory).

Aufarbeitung

  1. filtrationAfter filtration of the catalyst and evaporation of the filtrate

Quellen und Nachweise

ORD-Eintrag
ord-57fc810ee6c24904a01cb61137da40e9
Quelldatensatz
uspto-grants-2004_10
Patentnummer
US06809110B2

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