Hydrochloric Acid → HCID 86750447, compound

Participants

Reaction Steps

A solution containing 15.0 g (0.057 moles) of 6-acetoxy-3,4-dihydro-2-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran in 270 ml of benzene and 45 ml of dimethylsulfoxide is slowly dripped, under nitrogen atmosphere, into a suspension containing 1.98 g (0.080 moles) of 97% sodium hydride in 110 ml of dimethylsulfoxide. The reaction mixture, after 40 minutes, is slowly dripped into a solution containing 13.1 g (0.062 moles) of ethyl 5-bromovalerate in 80 ml of benzene and the mixture is reacted at 65° C. for 21 hours. The suspension is diluted with ethyl ether and water and acidified by means of a 10% aqueous solution of hydrochloric acid. The organic layer is filtered on a layer of silica 4 cm high and the product is recovered pure after elimination of the solvent and of the excess of reagents at the temperature of 170° C. and at the pressure of 2.0 millibar. The pure product under form of a thick oil, 16.76 g with yield of 75%, presents the following chemical-physical characteristics:

Provenance & Evidence