Ethyl Acetate → 5-Nitroquinoline-2-carbaldehyde

HRID 2054976Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2054976
I([O-])(=O)(=O)=O.[Na+].OC([N:11]1[C:20]2[C:15](=[C:16]([N+:21]([O-:23])=[O:22])[CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH2:12]1)CO.[C:24](OCC)(=[O:26])C>O1CCCC1.O>[N+:21]([C:16]1[CH:17]=[CH:18][CH:19]=[C:20]2[C:15]=1[CH:14]=[CH:13][C:12]([CH:24]=[O:26])=[N:11]2)([O-:23])=[O:22]

Komponenten

6

Edukt 3

HCID 8857Ethyl AcetateHCID 21948859HCID 21948859, VerbindungHCID 23667635Sodium periodate

Produkt 1

HCID 47370745-Nitroquinoline-2-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2.99 g (14.0 mmol) of sodium periodate is added to a solution that consists of 1.64 g (7.0 mmol) of 1-(1,2-dihydroxyethyl)-5-nitroquinoline in 42 ml of tetrahydrofuran and 7.0 ml of water. After 20 hours at room temperature, ethyl acetate is added, and the organic phase is washed with saturated sodium chloride solution. After the organic phase is dried on sodium sulfate, after the solvent is removed, and after purification on silica gel with hexane-ethyl acetate (0-100%), 1.40 g (99% of theory) of the product is obtained.

Aufarbeitung

  1. washthe organic phase is washed with saturated sodium chloride solution
  2. customAfter the organic phase is dried on sodium sulfate
  3. customafter the solvent is removed
  4. customafter purification on silica gel with hexane-ethyl acetate (0-100%), 1.40 g (99% of theory) of the product
  5. customis obtained

Quellen und Nachweise

ORD-Eintrag
ord-b79ca8c747c042d0b04597976a8a969f
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07329753B2

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