Electric Literature of 16793-91-2,Some common heterocyclic compound, 16793-91-2, name is 2-Chlorophenethyl Bromide, molecular formula is C8H8BrCl, 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.
Example 14: Preparation of 8-[2-(2-chlorophenyl)ethyl]-3-methyl-4-({4-[3-(trifluoromethyl)phenyl]piperazin-1-yl}carbonyl)-1-oxa-8-azaspiro[4.5]dec-3-en-2-one [Show Image] A mixture of 3-methyl-4-({4-[3-(trifluoromethyl)phenyl]piperazin-1-yl}carbonyl)-1-oxa-8-azaspiro[4.5]dec-3-en-2-one dihydrochloride (Example 1 , 200 mg, 0.40 mmol), anhydrous potassium carbonate (180 mg, 1.30 mmol) and 1-(2-bromo-ethyl)-2-chlorobenzene (0.07 mL, 0.22 mmol) in anhydrous N,N-dimethylformamide (3 mL) was heated at 90C for 1.5 hours under microwave irradiation. The reaction mixture was concentrated under vacuum. The residue was taken up in dichloromethane (20 mL), washed with water (20 mL) and brine (20 mL), dried (MgSO4) and concentrated under vacuum. After purification by flash chromatography (silica), the title compound was obtained as a white solid (76 mg, 34%). 1H NMR (DMSO-d6, 400 MHz): delta 7.46-7.34 (m, 3H), 7.26-7.23 (m, 4H), 7.11 (d, J = 7.5 Hz, 1 H), 3.80-3.79 (m, 1H), 3.68-3.69 (m, 1H), 3.56 (s, 2H), 3.27 (s, 1H), 3.16-3.15 (m, 2H), 2.93-2.92 (m, 1H), 2.87-2.83 (m, 4H), 2.53 (s, 2H), 2.25-2.24 (m, 3H), 1.88-1.87 (m, 1H), 1.76 (s, 3H), 1.72 (s, 1H), 1.52 (s, 1H). LCMS (Method D): Mass found (M+ 562), Rt (min): 4.64, Area (%): 99.5 (Max), 99.6 (254 nm). HPLC (Method A): Rt (min): 4.61, Area (%): 98.5 (Max), 99.3 (254 nm).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chlorophenethyl Bromide, its application will become more common.
Reference:
Patent; Ares Trading SA; EP2508526; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics