Hydrochloric Acid → HCID 53849019, compound

Participants

Reaction Steps

A solution containing 14.0 g (0.053 moles) of 6-acetoxy-3,4-dihydro-2-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran in 240 ml of benzene is added, by slow dripping and under nitrogen atmosphere, to a suspension containing 1.82 g (0.074 moles) of 97% sodium hydride in 100 ml of dimethylsulfoxide. After 40 minutes the solution is dripped into a solution containing 13.3 g (0.052 moles) of 2,2-dimethyl-5-bromopentanoic acid isopropyl ester in 60 ml of benzene and the mixture is reacted at 65° C. for 19 hours. The reaction mixture is then diluted with ethyl ether and water, acidified to pH 5 by means of a 10% aqueous solution of hydrochloric acid and the product is recovered pure by chromatography on silica gel column with eluent ethylene chloride-ethyl ether in 90:10 ratio. After evaporating the solvent an oil is obtained, 13.03 g with a yield of 58%, having the following chemical-physical characteristics:

Provenance & Evidence