Aluminum(III) Chloride → HCID 12875022, compound

Participants

Reaction Steps

To 500 ml of dichloromethane was added 53 g of pulverized aluminium chloride and stirred at room temperature for 1 hour. To the above mixture, a solution of 25.0 g of ethyl 1,4-dihydro-6-ethoxy-1-ethyl-7-formyl-4-oxo-1,8-naphthyridine-3-carboxylate dissolved in 200 ml of dichloromethane was slowly added dropwise. After the resulting mixture was stirred at room temperature for 3 hours, ice water was added to the reaction mixture and allowed to separate into two layers. The aqueous layer was extracted with chloroform and the chloroform extract and the organic layer were combined, and washed with water, dried and evaporated in vacuo to obtain 21.8 g of ethyl 1,4-dihydro-1-ethyl-7-formyl-6-hydroxy-4-oxo-1,8-naphthyridine-3-carboxylate (Compound IX where R1 =R3 =C2H5), m.p. 243°-245° C.

Provenance & Evidence