Hydrochloric Acid → HCID 21256660, compound

Participants

Reaction Steps

15.0 g of (+/−)-trans-1,2-diethoxy-4-(2-nitrocyclohex-4-enyl)benzene are dissolved in 375 ml of ethanol and added dropwise to 42 ml of 20% strength sodium ethoxide solution. The mixture is stirred at RT for 20 min. and then added dropwise to an ice-cooled solution of 67.5 ml of conc. hydrochloric acid and 1.35 g of urea in 225 ml of water and 170 ml of ethanol. The solution is extracted with water/dichloromethane and the organic phase is dried with sodium sulfate and concentrated under reduced pressure. The residue is chromatographed over silica gel using petroleum ether/ethyl acetate in a ratio of 2/1. Concentration of the appropriate eluate fractions gives 10.33 g (77.1% of Th.) of the title compound as an oil.

Provenance & Evidence