Benzylamine → N-[6-[3-(2-Pyridinyl)propoxy]hexyl]benzenemethanamine

HRID 1088709Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1088709
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.[CH2:18]([NH2:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[N:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[CH2:11][CH2:10][CH2:9][O:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][NH:25][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Komponenten

3

Edukt 2

HCID 7504BenzylamineHCID 221617422-[3-[(6-Bromohexyl)oxy]propyl]pyridine

Produkt 1

HCID 22161747N-[6-[3-(2-Pyridinyl)propoxy]hexyl]benzenemethanamine

Versuchsvorschrift

2-[3-[(6-Bromohexyl)oxy]propyl]pyridine (17.0 g) was added to benzylamine (50 ml) at 140° under nitrogen. After 1 h at 140° the reaction mixture was cooled and partitioned between 2N sodium hydroxide (250 ml) and ether (250 ml). The organic layer was washed with water and brine, dried and concentrated to a yellow oil. The excess benzylamine was removed by distillation to give the title compound as a yellow oil (18.5 g), t.l.c. (System A 80:20:2) Rf 0.42.

Aufarbeitung

  1. temperatureAfter 1 h at 140° the reaction mixture was cooled
  2. custompartitioned between 2N sodium hydroxide (250 ml) and ether (250 ml)
  3. washThe organic layer was washed with water and brine
  4. customdried
  5. concentrationconcentrated to a yellow oil
  6. customThe excess benzylamine was removed by distillation

Quellen und Nachweise

ORD-Eintrag
ord-8f816e48f65d4adcb039330ec9a6cb50
Quelldatensatz
uspto-grants-1990_10
Patentnummer
US04963564

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