Mass spectroscopic study of 9-amino- and 9-alkyl(dialkyl, spiro)-1-and 4-azafluorenes

✍ Scribed by P. I. Zakharov; Galo B. Montenegro Kordova; V. P. Shalimov; A. V. Krokhin; N. S. Prostakov

• Publisher: Springer US
• Year: 1987
• Tongue: English
• Weight: 526 KB
• Volume: 23
• Category: Article
• ISSN: 0009-3122
• DOI: 10.1007/bf00475368

✦ Synopsis

~)-l-Methyl-l,2,3~4-tetrahydroisoquinoline (I). A mixture of 0.04 mole of compound IV, 0.09 mole of AICI s, and 150 ml of decaline distilled from over sodium is heated for three hours at 145-150~

After the end of the heating, the reaction mixture is decomposed with ice and conc. HCI, the decaline layer is separated, the aqueous layer is extracted with benzene or ether (5 x 50 ml), then made alkaline with NaOH and extracted with ether (5 • 50 ml). The ether extract is dried with NaOH, the ether distilled off, and the residue redistilled. Yield 2.9 g (54%), ~bD 90~ (2 mm), [a]D 2~ -76.1 ~ (alcohol, c 0oi)o Rotatory power in isooctane (c 0.i), [M] [k, nm): -375 (300), -91 (274), -524 (270), -205 (268), -i140 (249), 0 (230), 410 (225). CD in isooctane (c 0.5), [e] ~ (x, nm): 774 (273), 463 (270), 873 (266); (c 0.05): -1170 (30), 615 (218).