Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → HCID 86686188, Verbindung

HRID 710579

Reaktionsgleichung

Reaktionsgleichung von HRID 710579
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH:8]=O)=[C:4]([NH:10][CH3:11])[CH:3]=1.[C:12]([CH:17]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:14][CH2:15][CH3:16])=[O:13]>C1COCC1>[Cl:1][C:2]1[N:7]=[CH:6][C:5](/[CH:8]=[CH:17]/[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:4]([NH:10][CH3:11])[CH:3]=1

Komponenten

4

Edukt 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 234345716-Chloro-4-(methylamino)nicotinaldehyde

Produkt 1

HCID 86686188HCID 86686188, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 6-chloro-4-(methylamino)pyridine-3-carboxaldehyde (3.41 g, 20 mmol) in THF (120 mL) was added (carbethoxymethylene)triphenylphosphorane (8.35 g, 24 mmol). The mixture was heated at reflux for 16 h, and was then cooled and concentrated. The residue was chromatographed on silica gel (12% ethyl acetate in hexanes eluant) to provide the title compound. MS (m/z) 241.0 (M+1).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 16 h
  3. temperaturewas then cooled
  4. concentrationconcentrated
  5. customThe residue was chromatographed on silica gel (12% ethyl acetate in hexanes eluant)

Quellen und Nachweise

ORD-Eintrag
ord-a484fae59d4b4f3397004f0e33a035de
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181238B2

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