Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → (E)-methyl 4-(2-nitrophenyl)but-2-enoate

HRID 84954

Reaktionsgleichung

Reaktionsgleichung von HRID 84954
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][CH:11]=O)([O-:3])=[O:2].[O:13]([C:15]([CH:17]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:16])[CH3:14]>C1(C)C=CC=CC=1>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1/[CH:10]=[CH:11]/[CH2:17][C:15]([O:13][CH3:14])=[O:16])([O-:3])=[O:2].[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10]/[CH:11]=[CH:17]/[C:15]([O:13][CH3:14])=[O:16])([O-:3])=[O:2]

Komponenten

5

Edukt 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 108447642-Nitrobenzeneacetaldehyde

Produkt 2

HCID 15264372(E)-methyl 4-(2-nitrophenyl)but-2-enoateHCID 20269937(E)-Methyl 4-(2-nitrophenyl)but-3-enoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

A mixture of 2-(2-nitrophenyl)acetaldehyde (760 mg, 4.6 mmol) and methoxylcarbonylmethylenetriphenylphosphorane (1.5 g, 4.6 mmol) in toluene (10 mL) was heated at 110° C. for 3 hours. The crude material was purified by silica gel column chromatography eluting with hexanes and ethyl acetate (2:1) to afford the title compound along with (E)-methyl 4-(2-nitrophenyl)but-2-enoate.

Aufarbeitung

  1. customThe crude material was purified by silica gel column chromatography
  2. washeluting with hexanes and ethyl acetate (2:1)

Quellen und Nachweise

ORD-Eintrag
ord-c19a129ac2ee4d8aa1f9c95182e20c45
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846951B2

Verknüpfte Notizen

Wird geladen…