Methyl 3-(3-(benzyloxy)phenyl)-4-methoxybut-2-enoate → Methyl 3-(3-hydroxyphenyl)-4-methoxybutanoate

HRID 1662580Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1662580
C([O:8][C:9]1[CH:10]=[C:11]([C:15]([CH2:21][O:22][CH3:23])=[CH:16][C:17]([O:19][CH3:20])=[O:18])[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1>CCOC(C)=O.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]([CH:15]([CH2:21][O:22][CH3:23])[CH2:16][C:17]([O:19][CH3:20])=[O:18])[CH:12]=[CH:13][CH:14]=1

Komponenten

4

Edukt 1

HCID 67428736Methyl 3-(3-(benzyloxy)phenyl)-4-methoxybut-2-enoate

Produkt 1

HCID 57706204Methyl 3-(3-hydroxyphenyl)-4-methoxybutanoateAusbeute 76,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 102.B (mixture of geometric isomers) (0.11 g, 0.35 mmol) in EtOAc (2 mL) was added Pd/C (10 wt. %) (0.019 g, 0.018 mmol) under N2. The mixture was purged with H2, stirred overnight under a H2 balloon, filtered through silica gel (EtOAc), and concentrated. The crude product was purified by silica gel flash chromatography (10-40% EtOAc/hexane) to afford 102.C (0.060 g, 76%) as a pale yellow oil.

Aufarbeitung

  1. customThe mixture was purged with H2
  2. filtrationfiltered through silica gel (EtOAc)
  3. concentrationconcentrated
  4. customThe crude product was purified by silica gel flash chromatography (10-40% EtOAc/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-2e950100b36949dbae0eae8dc49346fc
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08030354B2

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