6-(5-Methyl-2-phenyl-4-oxazolylmethoxy) benzofuran-2-methanol → 6-(5-Methyl-2-phenyl-4-oxazolylmethoxy)-2-benzofurancarbaldehyde

HRID 1056

Reaktionsgleichung

Reaktionsgleichung von HRID 1056
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:25]=[CH:24][C:18]2[CH:19]=[C:20]([CH2:22][OH:23])[O:21][C:17]=2[CH:16]=1>[O-2].[O-2].[Mn+4].O1CCCC1>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:25]=[CH:24][C:18]2[CH:19]=[C:20]([CH:22]=[O:23])[O:21][C:17]=2[CH:16]=1

Komponenten

4

Edukt 1

HCID 540949926-(5-Methyl-2-phenyl-4-oxazolylmethoxy) benzofuran-2-methanol

Produkt 1

HCID 196943726-(5-Methyl-2-phenyl-4-oxazolylmethoxy)-2-benzofurancarbaldehydeAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 6-(5-methyl-2-phenyl-4-oxazolylmethoxy) benzofuran-2-methanol (21.0 g), activated manganese dioxide (52.0 g) and tetrahydrofuran (800 ml) was stirred at 60° to 65° C. for 6 hours. After the insoluble portion was filtered off, the filtrate was concentrated; the residue was subjected to silica gel column chromatography. From the fraction eluted with ethyl acetate-chloroform (2:98, v/v), crystals of 6-(5-methyl-2-phenyl-4-oxazolylmethoxy) benzofuran-2-carbaldehyde (14.3 g, 69%) were obtained, which was then recrystallized from dichloromethane-isopropyl propyl ether to yield colorless prisms having a melting point of 137° to 138° C.

Aufarbeitung

  1. filtrationAfter the insoluble portion was filtered off
  2. concentrationthe filtrate was concentrated
  3. washFrom the fraction eluted with ethyl acetate-chloroform (2:98

Quellen und Nachweise

ORD-Eintrag
ord-8d150316356a42dca5493597307eba01
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723479

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