Sulfuric Acid → cis-(+/-)-1-n-Propyl-7-oxodecahydroquinoline

Participants

Reaction Steps

One hundred twenty-one grams of 1-methoxy-4-(3-n-propylamino)propyl-1,4-cyclohexadiene were dissolved in 1 l. of 15% aqueous sulfuric acid. The acidic solution was refluxed for about 6 hours and was then poured over ice. The dilute acidic solution was made basic with 50% aqueous sodium hydroxide. The now-basic aqueous solution was extracted with methylene dichloride. The methylene dichloride extract was dried and the solvent removed therefrom to yield 25.6 g of cis-(±)-1-n-propyl-7-oxodecahydroquinoline.

Provenance & Evidence