Benzylamine → HCID 429236, Verbindung

HRID 905120Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 905120
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH:10]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:11]([O:13][CH2:14][CH3:15])=[O:12]>C1C=CC=CC=1>[CH2:1]([NH:8][CH:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 7504BenzylamineHCID 69637Diethyl bromomalonate

Produkt 1

HCID 429236HCID 429236, VerbindungAusbeute 21 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

Benzylamine (18.3 g) and diethyl bromomalonate (20.3 g) were dissolved in dry benzene (100 ml), and the mixture was heated under reflux for 14 hours with stirring. The precipitated salt was removed by filtration from the reaction mixture. The filtrate was washed with dilute hydrochloric acid to remove the unreacted benzylamine. The benzene layer was washed with water three times, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography using hexane/ethyl acetate (4:1) as an eluent to give 4.7 g (yield 21%) of diethyl benzylaminomalonate having the following NMR data.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 14 hours
  3. customThe precipitated salt was removed by filtration from the reaction mixture
  4. washThe filtrate was washed with dilute hydrochloric acid
  5. customto remove the unreacted benzylamine
  6. washThe benzene layer was washed with water three times
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationThe solvent was distilled off under reduced pressure
  9. customThe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-0c5afdae08b6483ab92970860bcc30e2
Quelldatensatz
uspto-grants-1983_12
Patentnummer
US04421914

Notizen zur Reaktion

Wird geladen…