6-Methoxypyridine-3-carbaldehyde → HCID 53930754, Verbindung

HRID 127193

Reaktionsgleichung

Reaktionsgleichung von HRID 127193
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH:9]=O)=[CH:5][CH:4]=1.[C:11]([O:17][CH2:18][CH3:19])(=[O:16])[CH2:12]C([O-])=O>N1CCCCC1.N1C=CC=CC=1>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH:9]=[CH:12][C:11]([O:17][CH2:18][CH3:19])=[O:16])=[CH:5][CH:4]=1

Komponenten

5

Edukt 2

HCID 33645766-Methoxypyridine-3-carbaldehydeHCID 3595298Propanedioic acid, monoethyl ester

Produkt 1

HCID 53930754HCID 53930754, VerbindungAusbeute 79,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8082PiperidineKatalysatorHCID 1049PyridineLösungsmittel

Versuchsvorschrift

A mixture of 6-methoxypyridine-3-carboxaldehyde (2.34 g), monoethyl malonate (4.51 g), pyridine (12 ml) and piperidine (6 drops) was heated under reflux for 5 hours and was evaporated to an oil. This oil was partitioned between ether and dilute aqueous ammonia. The ether layer was washed with water and evaporated to an oil which crystallised on standing to give ethyl 3-(6-methoxy-3-pyridyl)acrylate (2.8 g, 79%), m.p. 49-52°.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 5 hours
  3. customwas evaporated to an oil
  4. customThis oil was partitioned between ether and dilute aqueous ammonia
  5. washThe ether layer was washed with water
  6. customevaporated to an oil which
  7. customcrystallised

Quellen und Nachweise

ORD-Eintrag
ord-0e168bd7f1a34e58b18e711c954c5def
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04255428

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