868-72-4,Some common heterocyclic compound, 868-72-4, name is Dimethyl 2,5-dibromohexanedioate, molecular formula is C8H12Br2O4, 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.
To a stirring solution of dimethyl 2,5-dibromohexanedioate (SM) (50 g, 0.15 mol) in toluene:water (150 mL, 2: 1) were added benzyl amine (16 mL, 0.15 mol) and K2CO3 (24 g, 0.18 mol) at room temperature. The reaction mixture was heated to reflux at 110 C and stirred for 4 h. After consumption of the starting material (by TLC), reaction mixture was cooled to room temperature and extracted with diethyl ether (2 x 50 mL). Separated organic layer was dried over anhydrous Na2S04 and concentrated under reduced pressure to obtain compound 1- mixture (39 g, 93%) as liquid. This material was purified by silica gel column chromatography eluting with 20% EtOAc/n-hexane to afford compound 1-Fl (10 g), compound 1-F2 (13 g) and compound 1-Fl and F2 as a mixture (16 g) as liquid. H NMR (500MHz, CDC13): delta 7.32-7.17 (m, 5H), 3.89 (s, 2H), 3.55 (s, 6H), 3.45-3.38 (m, 2H), 2.08- 1.99 (m, 4H). LCMS (m/z): 278.2 [M++l].
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Dimethyl 2,5-dibromohexanedioate, its application will become more common.
Reference:
Patent; APTINYX INC.; KHAN, Amin, M.; (197 pag.)WO2018/26792; (2018); A1;,
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