Reaktion #1158

ord-a0b0409b86cb49f38ebdef232d24438a

Reaktionsgleichung

Cc1oc(-c2ccccc2)nc1COc1ccc2oc(/C=C/CO)cc2c1
(E)-3-[5-(5-methyl-2-phenyl-4-oxazolylmethoxy)-2-benzofuranyl]-2-propen-1-ol
Cc1cccc(C(Oc2ccc3oc(CCCO)cc3c2)c2cocn2)c1
3-[5-(5-methylphenyl-4-oxazolylmethoxy)-2-benzofuranyl]propanol
Ausbeute 93.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigefollowed by catalytic reduction at room temperature and under an atmospheric pressure of 1 atm
  2. 2
    FiltrationAfter the catalyst was filtered off
  3. 3
    Einengenthe filtrate was concentrated

Vorschrift

To a solution of (E)-3-[5-(5-methyl-2-phenyl-4-oxazolylmethoxy)-2-benzofuranyl]-2-propen-1-ol (2.00 g) in tetrahydrofuran (100 ml), palladium-carbon (5%, 0.30 g) was added, followed by catalytic reduction at room temperature and under an atmospheric pressure of 1 atm. After the catalyst was filtered off, the filtrate was concentrated to yield 3-[5-(5-methylphenyl-4-oxazolylmethoxy)-2-benzofuranyl]propanol (yield 93%), which was then recrystallized from acetone-isopropyl ether to yield colorless prisms having a melting point of 101° to 102° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723479uspto-grants-1998_03