Some tips on Methyl 2,4-dibromobutanoate

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference of 29547-04-4, A common heterocyclic compound, 29547-04-4, name is Methyl 2,4-dibromobutanoate, molecular formula is C5H8Br2O2, 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.

To a stirred solution of N1,N2-dibenzylethane-1,2-diamine (11.20 g, 46.60 mmol) and TEA (13.00 mL, 93.20 mmol) in toluene (80 mL) was added the solution of methyl 2,4- dibromobutanoate (12.10 g, 46.60 mmol) in toluene (110 mL) dropwise at RT. The reaction mixture was stirred for 16 hours at 80C. The resulting mixture was poured into aqueous sat?d Na2CO3 solution (60 mL) and extracted with EA (3 x 50 mL). The combined organic layers were washed with brine (3 x 80 mL), dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated under vacuum. The residue was purified by a silica gel column chromatography, elutingwith 20% EA in PE to afford the title compound: LCMS [M + 1]+: 339.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DONG, Shuzhi; SCOTT, Jack, D.; TANG, Haiqun; ZHAO, Zhiqiang; YANG, Dexi; GU, Xin; JIANG, Jinlong; XIAO, Li; (209 pag.)WO2019/18186; (2019); A1;,
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