3-(1H-Indol-1-yl)propanoic acid (cas: 6639-06-1) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Safety of 3-(1H-Indol-1-yl)propanoic acid
Reactions of unsaturated bromocarbonyl compounds with primary amines. II. The preparation of 1,2,5-substituted pyrroles was written by Schulte, K. E.;Zinnert, F.. And the article was included in Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft in 1955.Safety of 3-(1H-Indol-1-yl)propanoic acid This article mentions the following:
Condensation of AcH and PhAc (Dubois C.A. 43, 6159i) gave crotonophenone, b8 122掳, which brominated in HOAc gave 2,3-dibromobutyrophenone, m. 93-4掳. Reaction with N-bromosuccinimide gave the same dibromo derivative and an impure oily product, presumably 4-bromocrotonophenone, which on condensation-with BuNH2 gave an impure product (no anal.), presumably 1-butyl-2-phenylpyrrole, absorption maximum at 2210 A. Friedel-Crafts reaction of benzene and 2-hexenoyl chloride gave 54.6% 2-hexenophenone (I); semicarbazide, m. 162.5-3.5掳. Bromination of I in HOAc and recrystallization from MeOH gave 2,3-dibromohexanophenone, m. 59.5-60.5掳. Bromination of 3.5 g. I in 20 cc. CCl4 with 3.6 g. N-bromosuccinimide and 25 mg. Bz2O2 under reflux gave 4.5 g. oil, presumably 4-bromo-2-hexenophenone. A solution of 2.6 g. of this product in 40 cc. petr. ether and 5 g. BuNH2 in 20 cc. 50% EtOH shaken 5 min., dried with Na2SO4 and the solution fractionally distilled gave 0.9 g. of a viscous oil analyzing correctly for 1-butyl-2-ethyl-5-phenylpyrrole, b8 148-9掳, absorption maximum 2210 A. Et crotonate (14.8 g.) refluxed 4 h. with 23 g. N-bromosuccinimide and 100 mg. Bz2O2, cooled, filtered and the solution fractionally distilled gave 60% Et 4-bromocrotonate, b15 80-81掳. Et 2-hexenoate, b18 73-4掳, and Et 2-decenoate, b20 138.5-5掳, were prepared in 81.5 and 76.1% yield, resp., from the acids via the acid chlorides. Bromination of these esters with N-bromosuccinimide gave 64%-Et 4-bromo-2-hexenoate, b18 119-21掳, and 53.5% Et 4-bromo-2-decenoate, b15 162-4掳. Neither these esters or Et 4-bromocrotonate gave pyrrole derivatives on reaction with aniline or with BuNH2. 2-Penten-4-one, 3-hexen-2-one, 2-methyl-2-methyl-2-penten-4-one, 3-undecen-2-one, and 2-methyl-2-pentenal gave no pure bromo derivatives on reaction with N-bromosuccinimide. In the experiment, the researchers used many compounds, for example, 3-(1H-Indol-1-yl)propanoic acid (cas: 6639-06-1Safety of 3-(1H-Indol-1-yl)propanoic acid).
3-(1H-Indol-1-yl)propanoic acid (cas: 6639-06-1) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Safety of 3-(1H-Indol-1-yl)propanoic acid
Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles