Methyl cyanoacetate → Cyano-2-piperidinylidene-ethanoic acid methyl ester

HRID 218456

Reaktionsgleichung

Reaktionsgleichung von HRID 218456
CO[C:3]1[CH2:4][CH2:5][CH2:6][CH2:7][N:8]=1.[CH3:9][O:10][C:11](=[O:15])[CH2:12][C:13]#[N:14]>C1COCC1>[CH3:9][O:10][C:11](=[O:15])[C:12]([C:13]#[N:14])=[C:3]1[CH2:4][CH2:5][CH2:6][CH2:7][NH:8]1

Komponenten

4

Edukt 2

HCID 7747Methyl cyanoacetateHCID 138567o-Methylvalerolactim

Produkt 1

HCID 69042496Cyano-2-piperidinylidene-ethanoic acid methyl esterAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of 2,3,4,5-tetrahydro-6-methoxypyridine (1.1 g, 9.72 mmol) and cyanoacetic acid methyl ester (1 g, 10.1 mmol) in 40 mL THF was heated at 70° C. overnight. The reaction was cooled, and solvent was removed in vacuo. The resulting residue was purified on flash column to afford cyano-2-piperidinylidene-ethanoic acid methyl ester (1.4 g, 80%).

Aufarbeitung

  1. temperatureThe reaction was cooled
  2. customsolvent was removed in vacuo
  3. customThe resulting residue was purified on flash column

Quellen und Nachweise

ORD-Eintrag
ord-0b3505796c35498b9aa8c9bd385cf3ef
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08198456B2

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