1953-54-4, 5-Hydroxyindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
Benzylbromide (2.0 mL, 16.8 mmol) and K2CO3 (3.1 g, 22.5 mmol) were added to a solution of 5-hydroxyindole 1 (2.0 g, 15.0 mmol) in DMF (10 mL) and the mixture was stirred and heated at reflux. After 24 h, the mixture was cooled to r.t. and the reaction was quenched with 10% aq HCl. The mixture was extracted with EtOAc (3 50 mL), MgSO4. The solvent was removed and the residue was purified by silica gel column chromatography (EtOAc/hexane, 1:6) to give 2. Yield: 3 g (91%); colorless solid; mp 97-100 C (CHCl3). IR (CHCl3): 3483, 1626, 1581, 1477, 1452, 1281, 1153 cm-1. 1H NMR (500 MHz, CDCl3): delta = 8.03 (br. s, 1H), 7.52 (d, J = 7.5 Hz, 2 H), 7.43 (t, J = 7.5 Hz, 2 H), 7.36 (t, J = 7.5 Hz, 1H), 7.27 (d, J = 8.6 Hz, 1H), 7.24 (d, J = 2.3 Hz, 1H), 7.15 (t, J = 2.8 Hz, 1H), 6.99 (dd, J = 8.6, 2.3 Hz, 1H), 6.51 (t, J = 2.3 Hz, 1H), 5.15 (s, 2 H). 13C NMR (125 MHz, CDCl3): delta = 153.5, 137.8, 131.3, 128.7, 128.4, 127.9, 127.7, 125.1, 113.2, 111.9, 104.1, 102.5, 71.1. HRMS (EI): m/z [M+] calcd for C15H13NO: 223.0997; found: 223.1028., 1953-54-4
1953-54-4 5-Hydroxyindole 16054, aindole-building-block compound, is more and more widely used in various fields.
Reference£º
Article; Abe, Takumi; Haruyama, Tomohiro; Yamada, Koji; Synthesis; vol. 49; 18; (2017); p. 4141 – 4150;,
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