HCID 15429323, compound → HCID 15429324, compound

Participants

Reaction Steps

A suspension of 0.37 g (1.5 mmol) of 7-(2-furanyl)-1,2,3,3a,5,9b-hexahydro-cyclopenta[c]quinolin-4-one is suspended in 50 ml of acetonitrile-carbon tetrachloride-water (2:1:2) and mixed with 4.81 g (22.5 mmol) of sodium periodate and 40 mg (0.3 mmol) of ruthenium(IV) oxide. After 24 hours at room temperature, the batch is diluted with water (100 ml) and extracted with ethyl acetate (3×100 ml). The combined extracts are dried (Na2SO4) and concentrated by evaporation in a vacuum. The residue is dissolved in 100 ml of 0.5 M potassium hydroxide solution. The solution is washed with methyl-tert-butyl ether (2×100 ml), acidified with concentrated hydrochloric acid and extracted with ethyl acetate (3×100 ml). The combined extracts are dried (Na2SO4) and concentrated by evaporation in a vacuum: 213 mg of product.

Provenance & Evidence