Application of 6627-78-7,Some common heterocyclic compound, 6627-78-7, name is 1-Bromo-4-methylnaphthalene, molecular formula is C11H9Br, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
General procedure: To a flame dried, 3 times evacuated and argon purged 25mL Schlenk flask was added 4.6mmol of aryl bromide (2-bromo-9,9-dimethylfluorene, 9-bromoanthracene, and 1-bromo-4-methylnaphthalene) and a magnetic stir bar. The flask was then cooled to -78 C (dry ice/acetone bath) for 10min under argon (room temperature for phenylacetylide). Then 10mL of dry argon purged diethyl ether was added to the reaction and allowed to cool for another 10min. This was followed by 2.2mL (5.5 mmol) of n-butyllithium solution in diethyl ether. The reaction was allowed to stir for 30min to complete the halide-exchange reaction, at which time the reactions turned a yellow color and salt precipitates formed. Then 1 g (3.8mmol) of spirosiloxane I dissolved in 5mL of cooled dry argon purged diethyl ether was added by syringe to the reaction mixture and allowed to stir for an additional 2 h. The reaction was run till the yellow color subsided and was then quenched with excess Me3SiCl and allowed to stir cold for >30min before warming up. The reaction was then worked up by a quick water wash (2 times) to remove salts and then dried over MgSO4. The reaction was then filtered through Celite to remove salts and solvent removed in vacuo. Yellow-orange viscous oils were obtained. Characterization is given in tabular form in the text.
The synthetic route of 6627-78-7 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Furgal, Joseph C.; Laine, Richard M.; Bulletin of the Chemical Society of Japan; vol. 89; 6; (2016); p. 705 – 725;,
Bromide – Wikipedia,
bromide – Wiktionary