Sodium Iodide → HCID 18938755, Verbindung

HRID 356579Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 356579
[CH3:1][O:2][CH:3]([O:14][CH3:15])[C:4]1[CH:9]=[C:8]([OH:10])[CH:7]=[CH:6][C:5]=1[N+:11]([O-:13])=[O:12].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+].Cl[CH2:25][CH2:26][CH2:27][OH:28]>CN(C=O)C.C(OCC)(=O)C>[CH3:15][O:14][CH:3]([O:2][CH3:1])[C:4]1[CH:9]=[C:8]([O:10][CH2:25][CH2:26][CH2:27][OH:28])[CH:7]=[CH:6][C:5]=1[N+:11]([O-:13])=[O:12]

Komponenten

7

Edukt 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 123133-Chloro-1-propanolHCID 32847943-(Dimethoxymethyl)-4-nitrophenol

Produkt 1

HCID 18938755HCID 18938755, VerbindungAusbeute 94,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

5-Hydroxy-2-nitrobenzaldehyde dimethyl acetal (5.33 g) is dissolved in dry DMF (50 ml), and thereto are added potassium carbonate (6.91 g), sodium iodide (7.5 g) and 3-chloropropanol (4.73 g), and the mixture is stirred at 70° C. for 22 hours. To the mixture is added ethyl acetate, and the insoluble materials are removed by filtration. The filtrate is concentrated under reduced pressure, and the residue is purified by silica gel column chromatography to give 5-(3'-hydroxypropyloxy)-2-nitrobenzaldehyde dimethyl acetal (6.39 g) as a pale yellow oil.

Aufarbeitung

  1. customthe insoluble materials are removed by filtration
  2. concentrationThe filtrate is concentrated under reduced pressure
  3. customthe residue is purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-bb242bafddaf46b0b4bcd1556637bb8a
Quelldatensatz
uspto-grants-1998_11
Patentnummer
US05837673

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