benzyl N-(2-methoxyethyl)-N-(3-pyridylmethyl)carbamate → (2-Methoxyethyl)(pyridin-3-ylmethyl)amine

HRID 581758Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 581758
[CH3:1][O:2][CH2:3][CH2:4][N:5]([CH2:16][C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1)C(=O)OCC1C=CC=CC=1>[Pd].C(O)C>[CH3:1][O:2][CH2:3][CH2:4][NH:5][CH2:16][C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1

Komponenten

4

Edukt 1

HCID 22112998benzyl N-(2-methoxyethyl)-N-(3-pyridylmethyl)carbamate

Produkt 1

HCID 4720010(2-Methoxyethyl)(pyridin-3-ylmethyl)amineAusbeute 43,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of benzyl N-(2-methoxyethyl)-N-(3-pyridylmethyl)carbamate (5.4 g) and 10% palladium on carbon (1.0 g) in ethanol (50 ml) was stirred under hydrogen atmosphere for 9 hours. The catalyst was removed by filtration, and the filtrate was concentrated under azeotropic condition with toluene and ethanol. The residue was dissolved in ethanol and diethyl ether was added thereto to give precipitates, which were collected by filtration to give N-(2-methoxyethyl)-N-(3-pyridylmethyl)amine (1.3 g). mp: 134-135° C.

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated under azeotropic condition with toluene and ethanol
  3. dissolutionThe residue was dissolved in ethanol
  4. additiondiethyl ether was added
  5. customto give
  6. customprecipitates
  7. filtrationwhich were collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-36ab5f7774e6493bad4ff2ae16f7f5c9
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05922711

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