Ethyl Acetate → 4-Formyl-5-nitro-2-phenoxypyridine

HRID 491865Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 491865
CN(C)C=[CH:4][C:5]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][N:8]=[C:7]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=1.I([O-])(=O)(=O)=[O:23].[Na+].CCOC(C)=O>C1COCC1.O>[N+:11]([C:10]1[C:5]([CH:4]=[O:23])=[CH:6][C:7]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[N:8][CH:9]=1)([O-:13])=[O:12]

Komponenten

6

Edukt 3

HCID 8857Ethyl AcetateHCID 23667635Sodium periodateHCID 86616325Dimethyl-[2-(5-nitro-2-phenoxy-pyridin-4-yl)-vinyl]-amine

Produkt 1

HCID 576783284-Formyl-5-nitro-2-phenoxypyridine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of dimethyl-[2-(5-nitro-2-phenoxy-pyridin-4-yl)-vinyl]-amine (0.2 g, 0.7 mmol) in THF (2 mL) and water (2 mL) was added sodium periodate (0.46 g, 2.1 mmol). The reaction mixture was stirred for 30 min, treated with EtOAc and the solids filtered. The filtrate was washed with sat NaHCO3, dried (Na2SO4), and concentrated to yield 5-nitro-2-phenoxy-pyridine-4-carbaldehyde, the title compound, as a bright yellow solid.

Aufarbeitung

  1. filtrationthe solids filtered
  2. washThe filtrate was washed with sat NaHCO3
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-f0525406590643b490cf3b5057861afd
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07531545B2

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