Barbituric Acid → HCID 178451368, compound

Participants

Reaction Steps

3.6 g of tert-butyl trans-[4-(4-allyloxyphenyl)cyclohexyloxy]acetate are dissolved in 70 mL of dichloromethane, to which are added with stirring 4.87 g of barbituric acid (31.17 mmol, 3 eq.) and then 1.20 g of tetrakis(triphenylphosphine)palladium (1.04 mmol, 0.1 eq.). The reaction medium is refluxed for 3 hours. After 16 hours at room temperature, the reaction medium is diluted with dichloromethane and washed with brine. The aqueous phase is extracted with dichloromethane. The organic phases are combined, washed with brine, dried over magnesium sulfate, filtered and evaporated. The residue is chromatographed on silica gel, eluting with a gradient of ethyl acetate in heptane ranging from 2% to 20%. 3.2 g of tert-butyl trans-[4-(4-hydroxyphenyl)cyclohexyloxy]acetate are obtained.

Provenance & Evidence