Morpholine → 4-(N-t-butoxycarbonyl-N-methyl-beta-alanyl)morpholine

HRID 1649893Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1649893
[C:1]([O:5][C:6]([N:8]([CH3:15])[CH:9](C)[CH2:10][C:11]([OH:13])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1.Cl.C(N=C=NCCCN(C)C)C>C(Cl)Cl>[C:1]([O:5][C:6]([N:8]([CH3:15])[CH2:9][CH2:10][C:11]([N:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1)=[O:13])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Komponenten

5

Edukt 3

HCID 8083MorpholineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 190973273-{[(Tert-butoxy)carbonyl](methyl)amino}butanoic acid

Produkt 1

HCID 197537714-(N-t-butoxycarbonyl-N-methyl-beta-alanyl)morpholineAusbeute 106,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a mixture of N-t-butoxycarbonyl-N-methyl-β-methyl-β-alanine (1.02 g) and morpholine (0.48 g) in dry methylene chloride was added N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.05 g), and the mixture was stirred at ambient temperature overnight. After evaporation of the solvent, the residue was dissolved in ethyl acetate. The solution was washed with 1% citric acid aqueous solution, saturated sodium bicarbonate solution, and saturated sodium chloride solution. Then the solution was dried over magnesium sulfate and concentrated under reduced pressure to give 4-(N-t-butoxycarbonyl-N-methyl-β-alanyl)morpholine (1.36 g).

Aufarbeitung

  1. customAfter evaporation of the solvent
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washThe solution was washed with 1% citric acid aqueous solution, saturated sodium bicarbonate solution, and saturated sodium chloride solution
  4. dry with materialThen the solution was dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d88a923aada649abaaad15c41faf4f9a
Quelldatensatz
uspto-grants-1990_05
Patentnummer
US04921855

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