Extracurricular laboratory: Synthetic route of 54932-72-8

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 54932-72-8, name is 4-Bromo-1-chloro-2-methylbenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H6BrCl

Method B (+/-)-3-(4-Chloro-3-methylphenyl)-8-methyl-8-azabicyclo[3.2.1]oct-2-ene hydrochloric acid salt A mixture of 5-bromo-2-chlorotoluene (10.0 g, 48.7 mmol) in diethylether (100 ml) was cooled to -700C followed by addition of buthyllithium (21.4 ml, 2.5 M) at -700C. The mixture was stirred at room temperature for 1 h followed by addition of tropinone (6.77 EPO g, 48.7 mmol) at -700C, solved in THF. The mixture was stirred at -700C for 1 h. The mixture was allowed to warm to room temperature. The mixture was made acidic by adding aqueous hydrochloric acid (1 M). The acidic aqueous phase was washed with diethylether (50 ml). The mixture was made alkaline by adding aqueous sodium hydroxide followed by extraction with diethylether (3 x 50 ml). Yield of intermediate (+)- 3-(4-chloro-3-methyl-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octan-3-ol 11.6 g (90%). A mixture of (+/-)-3-(4-chloro-3-methyl-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octan-3-ol (7.5 g, 28.2 mmol) and aqueous hydrogen chloride (37%) was stirred at reflux for 1 h. The mixture was allowed to cool to room temperature and was made alkaline by adding concentrated aqueous ammonia. Yield 6.0 g (86%). The hydrochloric salt was precipitated. Mp 177-179C.

The synthetic route of 54932-72-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEUROSEARCH A/S; WO2007/25978; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics