Water → Decanoyl-4-methoxyphenacylamine

HRID 234567

Reaktionsgleichung

Reaktionsgleichung von HRID 234567
[C:1](Cl)(=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]C.Cl.[CH3:15][O:16][C:17]1[CH:26]=[CH:25][C:20]([C:21](=[O:24])[CH2:22][NH2:23])=[CH:19][CH:18]=1.O>N1C=CC=CC=1>[C:1]([NH:23][CH2:22][C:21]([C:20]1[CH:25]=[CH:26][C:17]([O:16][CH3:15])=[CH:18][CH:19]=1)=[O:24])(=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Komponenten

5

Edukt 3

HCID 962WaterHCID 87287Undecanoyl chlorideHCID 124871882-Amino-4'-methoxyacetophenone hydrochloride

Produkt 1

HCID 23354783Decanoyl-4-methoxyphenacylamineAusbeute 40,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a solution of 22.0 g (108 mM) of undecanoyl chloride in 185 ml of pyridine, 22.2 g (110 mM) of 4-methoxyphenacylamine hydrochloride was gradually added in 30 minutes under cooling and stirring below -5° C., followed by stirring for 30 minutes below -5° C. and heat-refluxing of 1 hour under stirring. After the reaction, the reaction mixture was cooled to room temperature and poured into 1 liter of cool water to precipitate a crystal. The crystal was recovered by filtration, washed with water and recrystallized from ethanol to obtain 13.9 g of decanoyl-4-methoxyphenacylamine (Yield: 38.8%).

Aufarbeitung

  1. temperatureunder cooling
  2. stirringby stirring for 30 minutes below -5° C.
  3. temperatureheat-refluxing of 1 hour
  4. stirringunder stirring
  5. customAfter the reaction
  6. customto precipitate a crystal
  7. filtrationThe crystal was recovered by filtration
  8. washwashed with water
  9. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-bef42492e1da4e1f9e510b050cf318c4
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05595685

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