Some common heterocyclic compound, 110-42-9, name is Methyl decanoate, molecular formula is C11H22O2, 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. SDS of cas: 110-42-9
General procedure: The succinic Gemini surfactants, dl- and meso-2,3-bis(alkyl)succinic acids, were synthesized by the oxidative coupling of enolates of fatty acid esters with copper(II) bromide according to Quermann et al. [35] and subsequent deprotection of ester groups. Following is a typical synthesis of di-tert-butyl 2,3-bis(undecyl)succinate, 2e: first of all, tert-butyl tridecanoate 1e was prepared from tert-butanol, tridecanoic acid, dicyclohexyl carbodiimide (DCC) and DMAP (0.2 equiv) in toluene under stirring at room temperature. In a dry 100 mL flask equipped with a dropping funnel, septum inlet, and magnetic stirrer, a solution of 12.5 mL of lithium diisopropylamide (2.0 M in hexane/THF) and 30 mL of dry THF were added under nitrogen. Under cooling at -78 C, 25 mmol of 1e in 10 mL dry THF was added dropwise over a period of 30 min, and then the mixture was stirred for an additional 15 min. With vigorous stirring 5.0 g of anhydrous CuBr2 powder was added all at once to the solution. After stirring for 30 min, the reaction was quenched by adding 50 mL of 1 M HCl at this temperature, and the mixture was allowed to reach room temperature. After extracting twice with hexane (75 mL each), the combined organic layer was washed with water and dried over Na2SO4. By means of a short path vacuum distillation apparatus, both unreacted ester and alpha-bromo ester (5e) were distilled off (*160 C,1 mmHg). The residue was subjected to column chromatography on silica eluting with hexane/diethyl ether(20:1) to separate dl- (dl-2e) and meso-isomers (meso-2e) at the yields of 36 and 25 %, respectively. Other dl- and meso-isomers of 2a-2g were also prepared in a similar manner, and diastereomers (dl and meso) were separated by SiO2 chromatography.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 110-42-9, its application will become more common.
Reference:
Article; Kawase, Tokuzo; Kagawa-Ohara, Maiko; Aisaka, Tsunetomo; Oida, Tatsuo; Journal of Surfactants and Detergents; vol. 18; 4; (2015); p. 615 – 627;,
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