Ethyl Acrylate → N-[3-[bis(phenylmethyl)amino]propyl]-beta-alanine, ethyl ester

HRID 1793333Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1793333
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[C:20]([O:24][CH2:25][CH3:26])(=[O:23])[CH:21]=[CH2:22]>C(O)C>[C:7]1([CH2:6][N:5]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:4][CH2:3][CH2:2][NH:1][CH2:22][CH2:21][C:20]([O:24][CH2:25][CH3:26])=[O:23])[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Komponenten

4

Edukt 2

HCID 8821Ethyl AcrylateHCID 11436748(3-Aminopropyl)dibenzylamine

Produkt 1

HCID 131725872N-[3-[bis(phenylmethyl)amino]propyl]-beta-alanine, ethyl esterAusbeute 39,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Reaction under an argon flow. A mixture of 1-amino-3-dibenzylaminopropane (0.195 mol) in ethanol (225 ml) was stirred at room temperature. Ethyl propenoate (0.2 mol) was poured into the mixture and the reaction mixture was stirred overnight at room temperature. The solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2/hexane/CH3OH 50/45/5). The desired fractions were collected and the solvent was evaporated, yielding 27 g of N-[3-[bis(phenylmethyl)amino]propyl]-β-alanine, ethyl ester (intermediate 52).

Aufarbeitung

  1. customReaction under an argon flow
  2. stirringthe reaction mixture was stirred overnight at room temperature
  3. customThe solvent was evaporated
  4. customThe residue was purified by column chromatography over silica gel (eluent: CH2Cl2/hexane/CH3OH 50/45/5)
  5. customThe desired fractions were collected
  6. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-b5cf7d59486349e89fab2b0620de818e
Quelldatensatz
uspto-grants-2006_07
Patentnummer
US07081453B2

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