Hydrochloric Acid → HCID 86626019, compound

Participants

Reaction Steps

0.18 mg of trans-4-isopropyl-N-(1-propionyl-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinolin-7-yl)-benzenesulfonamide (0.268 mmol) were dissolved in 7 ml of tetrahydrofuran. 1.4 ml of 1 M borane-tetrahydrofuran-complex in tetrahydrofurane were added and the reaction stirred under reflux for 30 min. 2 ml of 2 N aqueous hydrochloric acid were added, the reaction further stirred for 3 h under reflux, and the solvent removed under reduced pressure. Water adjusted to pH 9 with sodium hydroxide was added and the aqueous phase extracted three times with diethyl ether. The combined organic layers were dried over magnesium sulfate, filtered, and the solvent removed. The residue was purified via silica gel chromatography on chroma-bond column with cyclohexane/ethyl acetate 1:3 as eluent to yield 0.0155 g of the desired product

Provenance & Evidence