Dimethylamine, hydrochloride → (+/-)-trans-2-Dimethylamino-6-propyl-5,5a,6,7,8, 9,9a, 10-octahydropyrido [2,3-g]quinoline

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Reaction Conditions

Reaction Steps

A mixture of (±)-trans-2-chloro-6-propyl -5,5a,6,7,8,9,9a,10-octahydropyrido[2,3-g]quinoline hydrochloride (1.00 g, 3.32 mmol) and dimethylamine hydrochloride (15 g) was heated to 200° C. to form a homogeneous molten semi-solid. After 30 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 the crude product as a brown solid. Purification by flash chromatography (10% methanol in methylene chloride, NH4OH) provided (±)-trans-2-dimethylamino-6-propyl-5,5a,6,7,8, 9,9a, 10-octahydropyrido [2,3-g]quinoline (Rf=0.54, 568 mg, 63% yield) as an orange oil.

Provenance & Evidence