Hydrochloric Acid → HCID 86750446, compound

Participants

Reaction Steps

A solution containing 20.0 g (0.072 moles) of 6-acetoxy-3,4-dihydro-2-ethyl-2-hydroxy-5,7,8-trimethyl-2H-1-benzopyran in 500 ml of benzene is slowly dripped, under nitrogen atmosphere, into a suspension containing 2.07 g (0.086 moles) of 97% sodium hydride in 150 ml of dimethylsulfoxide. After 40 minutes the solution is dripped into a solution containing 21.6 g (0.086 moles) of 2,2-dimethyl-5-bromopentanoic acid isopropyl ester in 100 ml of benzene brought to 60° C. and the mixture is reacted for 3 hours at 60° C. Then the suspension is diluted with ethyl ether and water, acidified with a 10% aqueous solution of hydrochloric acid and the product is recovered by evaporation of the organic solvent and purified by chromatography on column of silica gel with eluent petroleum ether-ethyl ether in 60:40 ratio. After evaporation of the solvent, 16.6 g are obtained with a yield of 83% of an oil having the following chemical-physical characteristics:

Provenance & Evidence