— 13 — 



According to Mohlau, E. Fischer, Bischler, and others, brom- 

 inated ketones such as bromoacetophenone, /?-bromolevulinic acid, etc., 

 condense with primary aromatic amines into substituted indols: 



I 1 



C 6 H 5 • NH, + CH,Br.CO-C 6 H 5 = C 6 H 4 . NH ■ CH = C . C 6 H 5 + HBr. 



This reaction was pursued by Hell and Cohen 1 ) with anisylbromo- 



ethyl ketone, 



C 6 H 4 (OCH 3 )CO • CHBr • CH 3 



which they produced according to known directions from anethol 

 dibromide. The brominated ketone, when heated with 2 molecules 

 aniline in a tube to 125 , yielded a body, melting at 123 °, of the formula 



,NH N 

 C 6 H 4 / \CC 6 H 4 .OCH 3 



CCH 3 



With o- and p-toluidine, and also with a-naphthylamine, the homo- 

 logue indols were obtained under the same conditions. Hell and 

 Bauer 2 ) condensed the ethylisoeugenyl-bromoethyl ketone produced 

 from ethylisoeugenol, with aniline and p-toluidine, and also obtained 

 the corresponding indol derivatives. Acetylisation of the imide-hydrogen 

 atom was found to be impossible. On oxidation there were formed 

 anisic acid and ethylvanillinic acid respectively, with splitting up of 

 the pyrrol-ring. 



Oil from Artemisia herba alba. Emilien Grimal 3 ) obtained 

 from the fresh non-flowering herb of Artemisia herba* alba Asso, a 

 plant widely distributed in Algeria and much in favour there as a 

 remedy, by means of steam-distillation, a yellow-greenish oil with a 

 most agreeable odour. 150 kilos herb yielded 450 gm. oil, i. e. about 

 0,3 %. The oil which he examined further in our laboratory, had 

 the following constants: d i5 o 0,9456; n D2QO 1,47274; («) D 20° — 1 5°3^', 

 acid number 6,46; ester number 89,23; ester-content 31,15%, calcul- 

 ated for CH 3 COOC 10 H 17 , corresponding to 24,48% alcohol C 10 H 18 O; 

 ester number after acetylisation 135,38, from which, after deduction 

 of the alcohol present as ester in the original oil, a content of 12,65% 

 free alcohol is calculated. 



The oil readily dissolves in 2 to 2,5 parts 70 per cent, alcohol. 

 When cooled to — 12 , it did not solidify. On distillation in vacuo, 

 fractions were obtained in which 1-camphene, cineol and camphor 

 could be detected. The higher boiling portions, when treated with 



*) Berl. Berichte 37 (1904), 866. 



2 ) Berl. Berichte 37 (1904), 872. 



3 ) Bull. Soc. chim. III. 32 (1904), 694. 



