Simple exploration of Ethyl 8-Bromooctanoate

According to the analysis of related databases, 29823-21-0, the application of this compound in the production field has become more and more popular.

Application of 29823-21-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 29823-21-0 as follows.

To a solution of sodium ethoxide (1.422 g, 20.9 mmol) in EtOH (10 mL) was added diethyl acetonedicarboxylate (4.23 g, 3.800 mL, 20.9 mmole). The stirred solution was heated to the reflux temperature, and then ethyl 8-bromooctanoate (XD-013-19, 5.24 g, 20.9 mmol) was added slowly. Stirring and heating were continued for two hours. After another solution of sodium ethoxide (20.9 mmole in 10 mL of EtOH) was added at reflux temperature, another 20.9 mmole of ethyl 8-bromooctanoate was added dropwise. The mixture was heated and stirred for 16 hours after addition was complete. Most of the ethanol was removed under reduced pressure. To the residue were added water (70 mL) and ether (250 mL). Saturated NH4C1 solution was added to adjust to pH 7. The two layers were separated. The ethereal solution was washed again with dilute NH4C1, brine. Concentration led to a brownish oil (11.44 g). The oil was hydrolyzed by boiling for 18 hours with a mixture of concentrated hydrochloric acid (21 mL) and glacial acetic acid (10.5 mL). The hydrolysis mixture was evaporated to dryness under reduced pressure, and the solid residue was washed with water and was crystallized from acetone. The product was dried well and was obtained as a pale solid (1.74 g).

According to the analysis of related databases, 29823-21-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALNYLAM PHARMACEUTICALS, INC.; ANSELL, Steven, Michial; DU, Xinyao; WO2013/86322; (2013); A1;,
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