Water → N-Butyl-2-methyl-N-(1,3-oxazol-2-yl)propanamide

HRID 613989Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 613989
C([C:5]([CH3:10])([CH3:9])[C:6]([NH2:8])=[O:7])CCC.[CH2:11]([Li])[CH2:12][CH2:13][CH3:14].C(S([C:20]1[O:21][CH:22]=[CH:23][N:24]=1)=O)C.O>C(OCC)C>[CH2:11]([N:8]([C:20]1[O:21][CH:22]=[CH:23][N:24]=1)[C:6](=[O:7])[CH:5]([CH3:9])[CH3:10])[CH2:12][CH2:13][CH3:14]

Komponenten

6

Edukt 4

HCID 962WaterHCID 181100Hexanamide, 2,2-dimethyl-HCID 213297452-EthylsulphinyloxazoleHCID 178418339Butyllithium

Produkt 1

HCID 12556913N-Butyl-2-methyl-N-(1,3-oxazol-2-yl)propanamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

n-Butyl-isobutyramide(4.93 g, 0.0344 m) in dry diethyl ether (25 ml) was stirred at room temperature under nitrogen during the dropwise addition of a 1.445 M solution of n-butyl lithium (23.8 ml, 0.0344 m). The mixture was stirred for 15 minutes at room temperature and then 2-ethylsulphinyloxazole (5.0 g, 0.0344 m) in dry diethyl ether (25 ml) was added rapidly. The mixture was stirred at room temperature for 3 hours and then hydrolysed with water. The organic phase was washed several times with water, dried over magnesium sulphate and evaporated in vacuo to give a yellow oil. Distillation gave the title product as a colourless oil, b.p. (airbath) 120° C./0.5 mm.

Aufarbeitung

  1. stirringThe mixture was stirred at room temperature for 3 hours
  2. washThe organic phase was washed several times with water
  3. dry with materialdried over magnesium sulphate
  4. customevaporated in vacuo
  5. customto give a yellow oil
  6. distillationDistillation

Quellen und Nachweise

ORD-Eintrag
ord-8e1a6507e8de45feae6fc24268fd9771
Quelldatensatz
uspto-grants-1979_03
Patentnummer
US04143047

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