Electric Literature of 553-94-6, These common heterocyclic compound, 553-94-6, name is 2,5-Dimethylbromobenzene, its 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.
The procedure of Katz33 was repeatedusing 7.37 g (39.8 mmol) of 2-bromo-p-xylene(3), 15.6 g (87.6 mmol,1.1 eq) of recrystallized34N-bromosuccinimide, and 25 mg of 2,2?-azobis(2-methylpropionitrile) in 100 mLof CCl4 to afford a yellow solid that was crystallized from 1:50 diethyl ether-hexane to afford 6.5 g (47%) of 1,4-bis(bromomethyl)-2-bromobenzenethat was sufficiently pure to be used directly in the next reaction. The procedure of Zhuang22 was repeated using 6.5 g (18.9 mmol) of 1,4-bis(bromomethyl)-2-bromobenzene and 6.6 mL (37.9 mmol, 1 eq) of triethylphosphite to afford 7.6 g (88%) of tetraethyl(2-bromo-1,4-phenylene)bis(methylene)diphosphonate that was sufficiently pure to be used directly in the next reaction.The procedure of Zhuang22 was repeated using 4.6 g (23.7mmol) of 3-carbomethoxy-4-methoxybenzaldehyde, 5.4 g (11.9 mmol, 1 eq) of tetraethyl (2-bromo-1,4-phenylene)bis(methylene)diphosphonate and 30 mL of 3.2 M sodium methoxide to afford 3.02 g (47%) of 4 as a yellow solid
The synthetic route of 553-94-6 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Matveev, Sergey V.; Kwiatkowski, Stefan; Sviripa, Vitaliy M.; Fazio, Robert C.; Watt, David S.; Levine, Harry; Bioorganic and Medicinal Chemistry Letters; vol. 24; 23; (2014); p. 5534 – 5536;,
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