Aminoacetaldehyde dimethyl acetal → 2,2-Dimethoxy-N-(2-oxo-2-((2-phenylethyl)amino)ethyl)ethanaminium chloride

HRID 1045646

Reaktionsgleichung

Reaktionsgleichung von HRID 1045646
[CH3:1][O:2][CH:3]([O:6][CH3:7])[CH2:4][NH2:5].[Cl:8][CH2:9][C:10]([NH:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:11]>C1(C)C=CC=CC=1>[ClH:8].[CH3:1][O:2][CH:3]([O:6][CH3:7])[CH2:4][NH:5][CH2:9][C:10]([NH:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:11]

Komponenten

4

Edukt 2

HCID 89728Aminoacetaldehyde dimethyl acetalHCID 949212-Chloro-N-phenethyl-acetamide

Produkt 1

HCID 462240062,2-Dimethoxy-N-(2-oxo-2-((2-phenylethyl)amino)ethyl)ethanaminium chlorideAusbeute 52 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Aminoacetaldehyde dimethylacetal (20.05 g, 191 mmol) was added to the solution of 2-chloro-N-phenethyl-acetamide (18.33 g, 92.7 mmol) in toluene (92 ml) and refluxed in 2 hours. After ice-cooling and removal of precipitate by filtration, filtrate was washed with water and dried with magnesium sulfate. The solvents were removed under reduced pressure, and 4N hydrogen chloride in ethyl acetate (18 ml) was added to the residue followed by filtration and wash with ethyl acetate and diethyl ether afforded 2-(2,2-dimethoxy-ethylamino)-N-phenethyl-acetamide hydrochloride (8.77 g, 52%).

Aufarbeitung

  1. temperaturerefluxed in 2 hours
  2. temperatureAfter ice-cooling
  3. customremoval of precipitate
  4. filtrationby filtration, filtrate
  5. washwas washed with water
  6. dry with materialdried with magnesium sulfate
  7. customThe solvents were removed under reduced pressure, and 4N hydrogen chloride in ethyl acetate (18 ml)
  8. additionwas added to the residue
  9. filtrationfollowed by filtration
  10. washwash with ethyl acetate and diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-da5f6fad7a7d4445a6d43a7e62205ae6
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08569294B2

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