* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Stage #1: 2-bromo-9H-carbazole With tetrabutylammomium bromide; sodium hydroxide In dimethyl sulfoxide at 20℃;
Stage #2: 1-bromo-octane In dimethyl sulfoxide at 20℃; for 8h;
5
The compound 2-bromocarbazole (2.46 g, 10 mmol), DMS0 (100 mL), the appropriate amount of TBAB and sodium hydroxide solution (25 mL, 50 wt%) were added to the 250 mL three-necked flask, and the mixture was stirred for several minutes at room temperature, bromo-n-octane (2.3 mL, 1 mmol) was added dropwise and reacted at room temperature for 8 h. The reaction was stopped, adjusted to pH = 7 with hydrochloric acid, extracted with ethyl acetate, washed with saturated brine, and dried over anhydrous magnesium sulfate. The filtrate was evaporated to remove the solvent by rotary evaporation. The crude product was purified by silica gel (200-300 mesh) column chromatography [eluent, petroleum ether] to give 2-bromo-N-octylcarbazole (3.33 g) as a white solid in yield 93%.
68.6%
In toluene at 80℃; for 16h; Inert atmosphere; Alkaline conditions;
65%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dimethyl sulfoxide for 8.5h;
7 Synthesis of Intermediate 7 (9-octyl-2-bromo-carbazole)
Three in 250mL flask, followed by adding 3.8g (15.4mmol) 2- Bromocarbazole, 100mLDMSO, 0.25g (1.1mmol) TEBA and the 25mL solution of sodium hydroxide (50wt%), magnetically stirred solution of 3.3 within 0.5h g (16.9mmol) 1- bromo-n-octane, the reaction temperature 8h, the reaction was stopped, the reaction mixture was added hydrochloric acid to adjust PH = 7, extracted with ethyl acetate (3 × 50mL), and the combined organic layers were washed with saturated brine 3 times anhydrous magnesium sulfate overnight, filtered and the solvent was distilled off, the residue with petroleum ether as eluent column chromatography, a yellow oily liquid in a yield of 65%.
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
110K+ Compounds
Competitive Price
1-2 Day Shipping
