Reaktion #432479

Reaktionsgleichung

quinoline hydrochloride

benzylamine hydrobromide

NaOH

→

(±)-trans-2-benzylamino-6-propyl-5,5a, 6,7,8,9,9a,10-octahydropyrido[2,3-g]quinoline

Ausbeute 44.6%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto form a brown, molten semi-solid
2. 2
   Extraktionextracted with methylene chloride
3. 3
   TrocknenThe extract was dried (Na2SO4)
4. 4
   Einengenconcentrated
5. 5
   Sonstigeto give a brown oil
6. 6
   SonstigePurification by flash chromatography (6% methanol in methylene chloride, NH4OH)

Vorschrift

A mixture of (±)-trans-2-chloro-6-propyl-5,5a,6,7,8,9,9a,10-octahydropyrido2,3-g]quinoline hydrochloride (2.27 g, 7.50 mmol) and benzylamine hydrobromide (15.0 g) was heated to 240° C. to form a brown, molten semi-solid. After 15 minutes, the molten semi-solid was poured into water, made basic with dilute NaOH solution, and extracted with methylene chloride. The extract was dried (Na2SO4) and concentrated to give a brown oil. Purification by flash chromatography (6% methanol in methylene chloride, NH4OH) provided (±)-trans-2-benzylamino-6-propyl-5,5a, 6,7,8,9,9a,10-octahydropyrido[2,3-g]quinoline (Rf=0.35, 561 mg, 22% yield) as a brown oil.

Quelle