32588-36-6, Indole-2-acetic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
A mixture of 11 (1.2 g, 6.34 mmol) and KOH (6.7, 0.12 mol) taken in a reaction flask was dissolved in 150 mL of EtOH, to this stirred reaction mixture was slowly added 80 % N2H4 (5 mL) at rt. Later the reaction mixture was refluxed for 5 h then the reaction mixture was heated to 150 C and was maintained at the same temperature for 45 min. Then, the reaction mixture was cooled to 0C and acidified (pH=2-3) with 5 % aq HCl. The organic layer was separated and the aqueous layer was extracted with Et2O (3 × 50mL). The combined organic layers were washed with brain, and dried over MgSO4. The solvent was removed under reduced pressure and the crude product 12 was dissolved in a mixture of MeOH (13 mL) and benzene (48 mL). To this solution, 4mL of 8 mmol of TMSCHN2 was added and the resulting reaction mixture was stirred for 30min at rt. Then all the volatile materials were removed under reduced pressure, later the solid residue was dissolved in CH2Cl2 and washed with aq Na2CO3. The organic fraction was dried (MgSO4) and the solvent removed under reduced pressure and the crude product was purified by flash column chromatography (EtOAc : Hexane=3 : 2) to yield 13 (75 %). mp 70.3-71.4C (lit [25]. 68.0-71.0C); 1H NMR (500 MHz, CDCl3): delta 8.79 (1H, br-s, N-H), 7.54-7.12 (4H, m, Ar-H), 6.34 (1H, s, Ar-H), 3.82 (2H, s, CH2), 3.74 (3H, s, CH3); 13C NMR (125.77 MHz, CDCl3): delta 171.0, 136.3, 130.3, 128.1, 121.7, 120.1, 119.7, 110.8, 101.8, 52.3, 33.7. MS (FAB) m/z 189 (M+H)., 32588-36-6
32588-36-6 Indole-2-acetic acid 4371752, aindole-building-block compound, is more and more widely used in various fields.
Reference：
Article; Mori, Ryota; Kato, Asako; Komenoi, Kousuke; Kurasaki, Haruaki; Iijima, Touru; Kawagoshi, Masashi; Kiran; Takeda, Sho; Sakai, Norio; Konakahara, Takeo; European Journal of Medicinal Chemistry; vol. 82; (2014); p. 16 – 35;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles