Hydrochloric Acid → HCID 12812407, compound

Participants

Reaction Steps

A dispersion of 24.9 g of 5-chloro-2-hydroxy-α-methyl-α-phenyl-benzenemethanol in 250 ml of toluene was added dropwise with stirring to a mixture of 8 g of sodium amide in 100 ml of toluene and the mixture was refluxed for 6 hours and was then cooled to room temperature. 17 g of sodium dichloropropionate were added thereto in small portions and the mixture was refluxed for 6 hours and was then cooled to room temperature. 700 ml of water were added thereto and the mixture was acidified with N hydrochloric acid solution. The mixture was made alkaline again with a saturated sodium bicarbonate solution and the aqueous phase was washed 3 times with 100 ml of ether and was acidified with 2 N hydrochloric acid. The aqueous phase was extracted 3 times with 100 ml of ether and the combined organic phases were washed 3 times with 80 ml of water, dried over magnesium sulfate and evaporated to dryness under reduced pressure to obtain 23 g of 6-chloro-2,4-dimethyl-4-phenyl-[4H]-1,3-benzodioxin-2-carboxylic acid (mixture of two racemates diastereoisomers) melting at 181° C.

Provenance & Evidence