A Facile and Convenient Method for the Synthesis of 8-Methoxy 10,11-Dihydronaphtho [1,2-b]Quinolines

Abstract

Dihydronaphthoquinolines are relatively rare polycyclic heterocyclic compounds. We wish to report a simple and convenient preparative method for hitherto unknown compounds with these new structural features. 6-methoxy tetralone¹ (I) 3.5g (.02 mole) in 3 ml DMF was added slowly to 4.6g (.02 mole) of POCl₃ in 3ml DMF at 0°C. The mixture was stirred for 5 hrs. and the temp. was then gradually raised from 0° to 60–65°C. The resultant complex was treated with aq. sodium acetate solution till pH5–6 was reached. The extract on usual purification, furnished 3.2g (80°%.) of 1-chloro, 6-methoxy, 1,2,3,4 tetrahydro naphthalene-2-aldehyde(II)⁺²