Water → N-(2,6-dimethoxy-4-methylphenyl)isovaleramide

HRID 2922

Reaktionsgleichung

Reaktionsgleichung von HRID 2922
[CH3:1][O:2][C:3]1[CH:9]=[C:8]([CH3:10])[CH:7]=[C:6]([O:11][CH3:12])[C:4]=1[NH2:5].C(N(CC)CC)C.[C:20](Cl)(=[O:25])[CH2:21][CH:22]([CH3:24])[CH3:23].O>C(OCC)C>[CH3:12][O:11][C:6]1[CH:7]=[C:8]([CH3:10])[CH:9]=[C:3]([O:2][CH3:1])[C:4]=1[NH:5][C:20](=[O:25])[CH2:21][CH:22]([CH3:24])[CH3:23]

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 66054Isovaleryl chlorideHCID 124090902,6-Dimethoxy-4-methylaniline

Produkt 1

HCID 18936492N-(2,6-dimethoxy-4-methylphenyl)isovaleramideAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

8.2 g of 2,6-dimethoxy-4-methylaniline are dissolved in 100 ml of diethyl ether at 0° C. under an inert atmosphere, 5.96 g of triethylamine are added to the reaction mixture and then 6.51 g of isovaleryl chloride are added dropwise, while maintaining the temperature at 0° C. The mixture is left at room temperature for 30 minutes and is then poured into 250 ml of water. The aqueous phase is extracted with ethyl acetate after separation by settling of the ethereal phase. The organic phases are combined and washed with water, then dried over anhydrous sodium sulphate and evaporated to dryness. The white crystals of N-(2,6-dimethoxy-4-methylphenyl)isovaleramide obtained are washed with diisopropyl ether; M.p.=139° C., Yield: 92%.

Aufarbeitung

  1. additionare added to the reaction mixture
  2. extractionThe aqueous phase is extracted with ethyl acetate
  3. customafter separation
  4. washwashed with water
  5. dry with materialdried over anhydrous sodium sulphate
  6. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-008f672ce81f498d931758715cd6380b
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05731340

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