Water → HCID 86626022, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 0.035 g of lithium aluminium hydride (0.922 mmol) in 2.5 ml tetrahydrofurane were added at 4° C. a solution of 0.2 g of the 1:1 mixture of trans-4-trifluoromethyl-N-(1-propionyl-1,2,3,4,4a,5,10,10a-octahydro-benzo[g]quinolin-7-yl)benzenesulfonamide and trans-4-trifluoromethyl-N-(1-propionyl-1,2,3,4,4a,5,10,10a-octahydro-benzo[g]quinolin-8-yl)-benzenesulfonamide (0.429 mmol) in 2.5 ml tetra-hydrofuran. After stirring for 5 minutes at 10° C., 1 mL water was cautiously added, the solvent evaporated and the residue treated with diethyl ether and water. The aqueous phase was reextracted with diethylether, and the combined organic layers dried over magnesium sulfate, filtered and the solvent evaporated under reduced pressure. The crude product was purified via preparative HPLC (compression column, Delta Pack 40 mm diameter) using a gradient consisting of methanol/water/0.1% acetic as eluent; fraction 3, m=31.9 mg (8-isomer), fraction. 4, m=22.4 mg, fractions. 5-7, m=22.5 mg (7-isomer),

Provenance & Evidence