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Water → HCID 54291565, Verbindung

HRID 1060010
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1060010
[H-].[Na+].[CH2:3]([O:5][C:6](=[O:16])[CH2:7]P(OCC)(OCC)=O)[CH3:4].[CH3:17][O:18][C:19]1[CH:24]=[CH:23][N:22]=[C:21]([C:25]2[CH:32]=[CH:31][C:28]([CH:29]=O)=[C:27]([N+:33]([O-:35])=[O:34])[CH:26]=2)[CH:20]=1.O>O1CCCC1>[CH2:3]([O:5][C:6](=[O:16])[CH:7]=[CH:29][C:28]1[CH:31]=[CH:32][C:25]([C:21]2[CH:20]=[C:19]([O:18][CH3:17])[CH:24]=[CH:23][N:22]=2)=[CH:26][C:27]=1[N+:33]([O-:35])=[O:34])[CH3:4]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 13345Triethyl phosphonoacetateHCID 24758Sodium hydrideHCID 186675454-(4-Methoxypyridin-2-yl)-2-nitrobenzaldehyde

Produkt 1

HCID 54291565HCID 54291565, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel
2×

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

To a suspension of sodium hydride (60% dispersion in mineral oil, 101 mg) in tetrahydrofuran (10 ml) was added a solution of diethylphosphonoacetic acid ethyl ester (0.535 ml) dropwise at 0° C., and the mixture was stirred at 5° C. for 30 minutes. Then to the resultant mixture was added a solution of 4-(4-methoxypyridin-2-yl)-2-nitrobenzaldehyde (543 mg) in tetrahydrofuran (10 ml) dropwise at 0° C., and the mixture was stirred at ambient temperature for 1 hour. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate and evaporated under reduced pressure. The residue was triturated with diisopropyl ether, filtered and dried to give 4-(4-methoxypyridin-2-yl)-2-nitrocinnamic acid ethyl ester (557 mg).

Aufarbeitung

  1. stirringthe mixture was stirred at ambient temperature for 1 hour
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated under reduced pressure
  6. customThe residue was triturated with diisopropyl ether
  7. filtrationfiltered
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-19f6fb3203644195a2d93500a6cad4a5
Quelldatensatz
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06521643B1

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