HCID 12740016, compound → HCID 12740026, compound

Participants

Reaction Steps

To a mixture of 15 g of polyphosphoric acid and 10 ml of sulfolane was added 1.5 g of 2-benzyl-5-carboxymethylphenylacetic acid, and the mixture was heated at 100° to 110° C. for 2 hours with stirring. After the reaction, the reaction mixture was cooled, and dissolved in ice water. The solution was extracted with ethyl acetate, and washed with water. The ethyl acetate layer was extracted with a 2% aqueous solution of sodium hydroxide. The aqueous layer was acidified with 10% hydrochloric acid. The precipitated solid was extracted with ethyl acetate, washed with a saturated aqueous solution of sodium chloride, and dried over magnesium sulfate. The ethyl acetate was then distilled off. Recrystallization of the residue from a mixture of ethyl acetate and n-hexane afforded 0.52 g of 10,11-dihydro-10-oxo-5H-dibenzo[a,d]cycloheptene-2-acetic acid as a colorless crystalline powder having a melting point of 163° to 165° C.

Provenance & Evidence