N,N,N',N'-Tetramethylethylenediamine → N-(Butan-2-yl)-2-methyl-N-(4-methyl-1,3-oxazol-2-yl)propanamide

HRID 613994Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 613994
[CH:1]([NH:5][C:6](=[O:10])[CH:7]([CH3:9])[CH3:8])([CH2:3][CH3:4])[CH3:2].CN(C)CCN(C)C.[H-].[K+].C(S([C:27]1[O:28][CH:29]=[C:30]([CH3:32])[N:31]=1)=O)CCC>S1(CCCC1)(=O)=O.O>[CH:1]([N:5]([C:27]1[O:28][CH:29]=[C:30]([CH3:32])[N:31]=1)[C:6](=[O:10])[CH:7]([CH3:9])[CH3:8])([CH2:3][CH3:4])[CH3:2]

Komponenten

7

Edukt 4

HCID 8037N,N,N',N'-TetramethylethylenediamineHCID 82127Potassium hydrideHCID 221969N-s-Butyl-isobutyramideHCID 213297122-(Butane-1-sulfinyl)-4-methyl-1,3-oxazole

Produkt 1

HCID 12556895N-(Butan-2-yl)-2-methyl-N-(4-methyl-1,3-oxazol-2-yl)propanamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 31347SulfolaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

N-s-Butyl-isobutyramide (2.30 g, 0.016 m) and tetramethylethylenediamine (1.87 g, 0.016 m) were stirred at 40° C. in sulpholane (20 ml) under nitrogen during the portionwise addition of a 50% potassium hydride/oil dispersion (1.29 g, 0.016 m). After the addition, the mixture was warmed to 70° C. and 2-n-butylsulphinyl-4-methyloxazole (3.0 g, 0.016 m) in sulpholane (20 ml) was added. The mixture was stirred at 70° C. for 6 hours and then hydrolysed with water. Removal of the solvent in vacuo and column chromatography on silica using diethyl ether gave the title compound, which was a colourless oil after distillation in vacuo, b.p. 82° C./0.8 mm.

Aufarbeitung

  1. additionAfter the addition
  2. customRemoval of the solvent in vacuo and column chromatography on silica

Quellen und Nachweise

ORD-Eintrag
ord-809ad7da16ec41729497571ec64705bc
Quelldatensatz
uspto-grants-1979_03
Patentnummer
US04143047

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