Reaktion #52483

Reaktionsgleichung

1-(4-bromophenyl)-cyclopropylamine

Intermediate 116

1-(4-bromophenyl)-cyclopropylamine

propionyl chloride

pyridine

→

title compound

Ausbeute 79.2%

N-[1-(4-bromophenyl)-cyclopropyl]-propionamide

Ausbeute 79.2%

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas quenched by the addition of H2O
2. 2
   Extraktionextracted with EtOAc
3. 3
   WaschenThe combined extracts were washed with 10% aqueous HCl, saturated aqueous NaHCO3, and saturated aqueous NaCl
4. 4
   Trocknenbefore being dried (MgSO4)
5. 5
   Einengenconcentrated under reduced pressure

Vorschrift

To a solution of 1-(4-bromophenyl)-cyclopropylamine (Intermediate 116, 84 mg, 0.4 mmol) in 4 mL CH2Cl2 at room temperature was added propionyl chloride (43.0 mg, 0.47 mmol) and pyridine (56.0 mg, 0.71 mmol). After stirring 17 hours at room temperature the reaction was quenched by the addition of H2O and extracted with EtOAc. The combined extracts were washed with 10% aqueous HCl, saturated aqueous NaHCO3, and saturated aqueous NaCl before being dried (MgSO4) and concentrated under reduced pressure. The title compound 85.0 mg (67%), was isolated by column chromatography (20-50% EtOAc—hexanes) as a colorless solid.

Quelle