Acetic Acid → HCID 59255233, Verbindung

HRID 1693967Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1693967
C(O)(=O)C.[N:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][C:12]2[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=2)[CH:6]=1.[N+:20]([CH3:23])([O-:22])=[O:21].C([O-])(=O)C.[NH4+]>C(OCC)(=O)C.O>[N+:20](/[CH:23]=[CH:16]/[C:15]1[CH:18]=[CH:19][C:12]([O:11][C:7]2[CH:6]=[N:5][CH:10]=[CH:9][CH:8]=2)=[CH:13][CH:14]=1)([O-:22])=[O:21]

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 6375NitromethaneHCID 517165Ammonium AcetateHCID 46774194-(Pyridin-3-yloxy)benzaldehyde

Produkt 1

HCID 59255233HCID 59255233, VerbindungAusbeute 96,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

To an acetic acid (17.0 mL) solution of 4-(pyridine-3-yloxy)-benzaldehyde (1.70 g, 8.53 mmol) described in Manufacturing Example 76-1-1 were added nitromethane (2.60 g, 42.7 mmol) and ammonium acetate (1.32 g, 17.1 mmol) under nitrogen atmosphere, which was stirred for 3 hours at 110° C. Water and ethyl acetate were added to the reaction solution, and the organic layer was then extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (2.00 g) as a crude product.

Aufarbeitung

  1. extractionthe organic layer was then extracted with ethyl acetate
  2. washThe organic layer was washed with water and saturated aqueous sodium chloride
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1041f3d722dc4217ae2449a5a1ece0ee
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08158657B2

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