Acetic Acid → (E)-1-(Benzyloxy)-4-(2-nitrovinyl)benzene

HRID 78278

Reaktionsgleichung

Reaktionsgleichung von HRID 78278
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=O)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(=O)C.[N+:21]([CH3:24])([O-:23])=[O:22].C([O-])(=O)C.[NH4+]>O>[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12](/[CH:13]=[CH:24]/[N+:21]([O-:23])=[O:22])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 6375NitromethaneHCID 78109Benzaldehyde, 4-(phenylmethoxy)-HCID 517165Ammonium Acetate

Produkt 1

HCID 5702926(E)-1-(Benzyloxy)-4-(2-nitrovinyl)benzeneAusbeute 97,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a mixture of 4-benzyloxy benzaldehyde (50 g, 0.24 mol) and acetic acid (200 mL) were added nitromethane (64 mL, 1.2 mol) and ammonium acetate (36 g, 0.47 mol), which was stirred for 90 minutes at 100° C. The reaction mixture was cooled to room temperature, and water (1 L) was added at the same temperature. The deposited solids were filtered to obtain the title compound (60 g).

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationThe deposited solids were filtered

Quellen und Nachweise

ORD-Eintrag
ord-4245e0c393014aae9eda696d8b07c9f8
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841327B2

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