Ethyl 3-(3-(benzyloxy)-4-methylphenyl)acrylate → Ethyl 3-(3-hydroxy-4-methylphenyl)propanoate

HRID 709661Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 709661
C([O:8][C:9]1[CH:10]=[C:11]([CH:16]=[CH:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:12]=[CH:13][C:14]=1[CH3:15])C1C=CC=CC=1>C(O)C.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]([CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:12]=[CH:13][C:14]=1[CH3:15]

Komponenten

4

Edukt 1

HCID 131733900Ethyl 3-(3-(benzyloxy)-4-methylphenyl)acrylate

Produkt 1

HCID 117759964Ethyl 3-(3-hydroxy-4-methylphenyl)propanoateAusbeute 85,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of ethyl 3-(3-(benzyloxy)-4-methylphenyl)acrylate (2.50 g) in ethanol (50 mL) was added 10% palladium-activated carbon (250 mg) and, under a hydrogen atmosphere, the mixture was stirred at room temperature for 15 hr. 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 (1.50 g) as a colorless oil.

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-fe54c0b0165c40e18d6f230120a55172
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181186B2

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