HCID 58003045, compound → HCID 58003015, compound

Participants

Reaction Steps

63 mg (0.031 mmol) of rhodium-on-carbon (5%) are added to a solution of 289 mg (0.61 mmol) of rac-5-cyclopent-1-en-1-yl-6-{hydroxy[4-(trifluoromethyl)phenyl]methyl}-7-isopropylspiro[chromen-2,1′-cyclobutan]-4(3H)-one (Example 62A) in 10 ml of ethanol, and the mixture is hydrogenated under a hydrogen pressure of 60 bar at room temperature for 18 h. For work-up, the suspension is filtered through kieselguhr, the filter cake is washed with ethyl acetate and the filtrate is concentrated under reduced pressure. The residue is taken up in 10 ml of ethanol, the same amount of rhodium-on-carbon is added again and the mixture is hydrogenated under a hydrogen pressure of 60 bar at room temperature for a further 18 h. The suspension is again filtered through kieselguhr, the filter cake is washed with ethyl acetate and the filtrate is concentrated under reduced pressure. The crude product is purified by chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 15:1).

Provenance & Evidence