Methyl 3-(3-(benzyloxy)-5-fluorophenyl)acrylate → Methyl 3-(3-fluoro-5-hydroxyphenyl)propanoate

HRID 709682Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 709682
C([O:8][C:9]1[CH:10]=[C:11]([CH:16]=[CH:17][C:18]([O:20][CH3:21])=[O:19])[CH:12]=[C:13]([F:15])[CH:14]=1)C1C=CC=CC=1>CO.[Pd]>[F:15][C:13]1[CH:12]=[C:11]([CH2:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])[CH:10]=[C:9]([OH:8])[CH:14]=1

Komponenten

4

Edukt 1

HCID 131733901Methyl 3-(3-(benzyloxy)-5-fluorophenyl)acrylate

Produkt 1

HCID 91618985Methyl 3-(3-fluoro-5-hydroxyphenyl)propanoateAusbeute 39,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of methyl 3-(3-(benzyloxy)-5-fluorophenyl)acrylate (2.60 g) in methanol (15 mL) was added 10% palladium-activated carbon (2.20 g), and the mixture was stirred for 1 hr under a hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (710 mg) as a white solid.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-5d39305c6f51429d94645ec22a78936f
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181186B2

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