Acetonitrile → HCID 59264606, Verbindung

HRID 1855624Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1855624
Br[C:2]([CH3:8])([CH3:7])[C:3]([O:5][CH3:6])=[O:4].O.Cl.[NH:11]1[CH2:16][CH2:15][C:14](=[O:17])[CH2:13][CH2:12]1.C(#N)C.C(=O)([O-])[O-].[K+].[K+]>C(OCC)C>[CH3:7][C:2]([N:11]1[CH2:16][CH2:15][C:14](=[O:17])[CH2:13][CH2:12]1)([CH3:8])[C:3]([O:5][CH3:6])=[O:4]

Komponenten

6

Edukt 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 90097Methyl 2-bromo-2-methylpropionateHCID 2723901Piperonylamine

Produkt 1

HCID 59264606HCID 59264606, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A mixture of methyl 2-bromo-2-methylpropanoate (80.87 ml, 5 equiv), 4-piperidone hydrochloride monohydrate (19.6 g, 1 equiv), acetonitrile (200 ml) and potassium carbonate (69.1 g, 4 equiv) was heated at reflux under nitrogen with mechanical stirring for 17.5 h then cooled in an ice bath before adding diethyl ether (100 ml). Filtration through celite followed by flash chromatography (silica, 10-50% ethyl acetate in hexane) and evaporation of the product fractions gave the desired product as a yellow oil (14.28 g).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux under nitrogen
  3. temperaturethen cooled in an ice bath
  4. filtrationFiltration through celite
  5. customfollowed by flash chromatography (silica, 10-50% ethyl acetate in hexane) and evaporation of the product fractions

Quellen und Nachweise

ORD-Eintrag
ord-a19b437d647d43979aa50165d724d52a
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08962633B2

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