{4-[2-(4-Benzyloxy-phenyl)-ethyl]-2-methyl-4,5-dihydro-oxazol-4-yl}-methanol → 4-[2-(4-Hydroxymethyl-2-methyl-4,5-dihydro-oxazol-4-yl)-ethyl]-phenol

HRID 1433333

Reaktionsgleichung

Reaktionsgleichung von HRID 1433333
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17]2([CH2:23][OH:24])[CH2:21][O:20][C:19]([CH3:22])=[N:18]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>CO.[Pd]>[OH:24][CH2:23][C:17]1([CH2:16][CH2:15][C:12]2[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=2)[CH2:21][O:20][C:19]([CH3:22])=[N:18]1

Komponenten

4

Edukt 1

HCID 67054626{4-[2-(4-Benzyloxy-phenyl)-ethyl]-2-methyl-4,5-dihydro-oxazol-4-yl}-methanol

Produkt 1

HCID 579352584-[2-(4-Hydroxymethyl-2-methyl-4,5-dihydro-oxazol-4-yl)-ethyl]-phenol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of {4-[2-(4-benzyloxy-phenyl)-ethyl]-2-methyl-4,5-dihydro-oxazol-4-yl}-methanol (26.1 g, 0.08 mol) in methanol (800 ml) is added palladium on charcoal (2.6 g, 10% wt), and the reaction mixture is stirred under hydrogen atmosphere at room temperature for 5 hours. The reaction mixture is then filtered through celite and concentrated under vacuum. 4-[2-(4-Hydroxymethyl-2-methyl-4,5-dihydro-oxazol-4-yl)-ethyl]-phenol is isolated after crystallization with AcOEt and hexanes.

Aufarbeitung

  1. filtrationThe reaction mixture is then filtered through celite
  2. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-d9c707c08a4b482591662931bcbcb577
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07612238B2

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