Methyl morpholine oxide → 2-Methyl-5-nitro-4-oxo-4H-1-benzopyran-8-carbaldehyde

HRID 557427Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 557427
Br[CH:2](Br)[C:3]1[CH:4]=[CH:5][C:6]([N+:15]([O-:17])=[O:16])=[C:7]2[C:12]=1[O:11][C:10]([CH3:13])=[CH:9][C:8]2=[O:14].C[N+]1([O-])CC[O:23]CC1>C(#N)C>[CH3:13][C:10]1[O:11][C:12]2[C:7]([C:8](=[O:14])[CH:9]=1)=[C:6]([N+:15]([O-:17])=[O:16])[CH:5]=[CH:4][C:3]=2[CH:2]=[O:23]

Komponenten

4

Edukt 2

HCID 82029Methyl morpholine oxideHCID 578286378-(Dibromomethyl)-2-methyl-5-nitro-4H-1-benzopyran-4-one

Produkt 1

HCID 578286522-Methyl-5-nitro-4-oxo-4H-1-benzopyran-8-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

175 mg (0.47 mmol) of 8-(dibromomethyl)-2-methyl-5-nitro-4H-chromen-4-one are heated under reflux with 151 mg (1.29 mmol) of N-methylmorpholine N-oxide with the addition of molecular sieves in 15 ml of acetonitrile overnight. After filtration through kieselguhr, the solvent is removed in vacuo, and the residue is purified by preparative HPLC. 23 mg (24% of theory) of the title compound are obtained.

Aufarbeitung

  1. filtrationAfter filtration through kieselguhr
  2. customthe solvent is removed in vacuo
  3. customthe residue is purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-94997dea25a14cd89bbdf53f3e0bc59d
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08058447B2

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