Hydrochloric Acid → HCID 21419712, compound

Participants

Reaction Steps

0.82 G. of 2-carboxy-7-hydroxy-10,11-dihydro-5-oxo-5H-dibenzo[a,d]cycloheptene was dissolved in 30 ml of ethanol and a solution of 1.0 g of potassium hydroxide in 5 ml of water was added, followed by 2.0 ml of isopropyl bromide. The reaction was refluxed for 3 hours, then diluted with water and acidified with dilute hydrochloric acid. The product was filtered off and recrystallized from aqueous dimethylformamide to give 2-carboxy-7-isopropoxy-10,11-dihydro-5-oxo-5H-dibenzo[a,d]cycloheptene, m.p. 174°-177°. By substituting other alkylbromides or iodides such as ethyl bromide, m-propyl bromide, isobutyl bromide, n-amyl bromide, n-hexyl bromide and the like, the corresponding 2-carboxy-7-alkoxy-10,11-dihydro-5-oxo-5H-dibenzo[a,d]cycloheptenes are obtained. The 8- and 9- alkoxy compounds are similarly prepared.

Provenance & Evidence