Reaktion #482348

Reaktionsgleichung

1-(4-bromophenyl)-cyclopropylamine

Intermediate 116

1-(4-bromophenyl)-cyclopropylamine

THF

propionaldehyde

NaCNBH3

→

title compound

[1-(4-Bromophenyl)-cyclopropyl]-dipropylamine

Lösungsmittel

CH3CN HOAc

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigequenched with H2O
2. 2
   Extraktionextracted with EtOAc
3. 3
   WaschenThe combined extracts were washed with H2O and saturated aqueous NaCl
4. 4
   Trocknendried (MgSO4)
5. 5
   Einengenconcentrated under reduced pressure

Vorschrift

To a solution of 1-(4-bromophenyl)-cyclopropylamine (Intermediate 116) in CH3CN/HOAc (5 mL, 9:1, v/v) and THF 3 mL at 0° C. was added propionaldehyde (277.0 mg, 4.95 mmols) and NaCNBH3 (153.0 mg, 2.47 mmols). The reaction was warmed to room temperature and after 5hours quenched with H2O. The pH of the solution was adjusted to 8-9 using aqueous NaOH and extracted with EtOAc. The combined extracts were washed with H2O and saturated aqueous NaCl, dried (MgSO4) and concentrated under reduced pressure. The title compound, 190.0 mg (56%), was isolated by column chromatography (2-5% EtOAc-hexanes).

Quelle