Downstream synthetic route of 54-16-0

54-16-0 2-(5-Hydroxy-1H-indol-3-yl)acetic acid 1826, aindole-building-block compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.54-16-0,2-(5-Hydroxy-1H-indol-3-yl)acetic acid,as a common compound, the synthetic route is as follows.

Structural Unit F-3; 3-(2-Hydroxy-ethyl)-1H-indole (F-3)LiAlH4 (1.99 g, 52.3 mmol) was placed in abs. THF (60 ml), under argon, and (5-hydroxy-1H-indol-3-yl)-acetic acid (5.00 g, 26.2 mmol) in abs. THF (100 ml) was added in the course of 30 min. The mixture was boiled for 3 h under reflux. For working up, THF (10 ml) and H2O (4 ml) were added to the mixture, while cooling with ice, and stirring was carried out for 30 min. The mixture was filtered over Celite and rinsed with dichloromethane (150 ml), and the filtrate was concentrated in vacuo.Yield: 2.17 g (47%)1H-NMR (DMSO-d6): 2.74 (2H, m); 3.60 (3H, m); 6.58 (1H, m); 6.78 (1H, s); 6.99 (1H, s); 7.08 (1H, d); 10.5 (1H, bs).

54-16-0 2-(5-Hydroxy-1H-indol-3-yl)acetic acid 1826, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; Gruenenthal GmbH; US2010/48554; (2010); A1;,
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