Anal. Calcd. for C1gH31BrN20: N, 7.31. Found: Ti, 7.48. (v).-T~~ 1-(4Nitrophena~yl)-4~( I-hexyl)-piperi&e grams (0.0246 mole) of 4-nitrophenacyl bromide was dissolved in 100 ml. of acetone and a large crvstal of Dotassium iodide added. The solution was cooled to -5' gnd 10 g. (0.0585 mole) of 4-( 1-hexyl)-piperidine was added dropwise a t such a rate as to keep the temperature below 0". The solution was immediately placed in t h c ice-box and allowed
to sit overnight. The reaction mixture was filtered, washed with water and then with a small amount of acetone and then ether. This procedure gave 1.5 g. (18%) of the dcsired product as a yellow powder, m.p' 134-136 ' pn@. Calcd. for C18H2aXz03: N I 8.43. Found: N s 8.34. Catalytic reduction Of compound \' gave compound 111 as the free base in s2%yield, In.p. 95-960. UEXTON, TEXAS 8.293
[CONTRIBUTION FROM THE DEPARTMENT O F CHEMISTRY, POMONA COLLEGE]
Catalytic Synthesis of Heterocycles. VII.' Dehydrocyclization of Anils to Acridine and Carbazole I
