1731-86-8 Archives - Esters-buliding-blocks

September 22, 2021 News Simple exploration of 1731-86-8

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1731-86-8, other downstream synthetic routes, hurry up and to see.

A common compound: 1731-86-8, name is Methyl undecanoate, belongs to esters-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 1731-86-8

General procedure: The synthesis of the AKGs was performed following the literature with some modifications (Baumann and Mangold 1964; Hanus et al. 2001; Appendino et al. 2003; Parkkari et al. 2006). LiAlH4 (550 mg, 14.5 mmol) was added slowly to a solution of the corresponding methyl ester (3.4 mmol) in anhydrous tetrahydrofuran (15 mL) at 0C and stirred for 1 h and was then left at 20C for 20 h. The reaction mixture was washed with NaOH (10%) followed by HCl (10%) and extracted with diethyl ether (3 × 20 mL); the extract was neutralized with saturated NaHCO3, dried under reduced pressure and purified by CC. The alcohol obtained was subsequently mesylated in absolute pyridine (4.5 mL, 55.6 mmol) at 0C by the addition of MsCl (880 mg, 7.65 mmol) and the solution was maintained for 24 h at 20C. After quenching the reaction with 5 mL of degasified water, the solution was extracted with diethyl ether (4 × 20 mL). The organic phase was washed with H2SO4 (2 N), neutralized, concentrated in vacuo, and the crude mesylate was purified by CC. KOH (127 mg, 2.26 mmol) was added to the chiral precursor (R)-solketal (283 mg, 2.14 mmol) in anhydrous toluene (2 mL). The reaction stirred at 50C for 1 h before the addition of metallic Na (3 mg, 0.15 mmol) followed by the mesylate dissolved in toluene (15 mL), and the resulting mixture was kept at 50C for 72 h. The reaction was quenched with HCl (10%) and extracted with ethyl ether (4 × 20 mL). The organic phase was neutralized, concentrated and purified by CC to give 1-O-alkyl-2,3-O-isopropylidene-sn-glycerol. This intermediate was deprotected in 5 mL of HCl:MeOH (1:10 v/v) and refluxed overnight. After the addition of H2O (10 mL) and extraction with diethyl ether (4 × 20 mL), the organic phase was neutralized, evaporatedto dryness in vacuo, and the residue was purified by CC to afford pure AKGs. Each step in the synthesis was monitored by TLC, and all CC steps were eluted with hexane-toluene-ethyl acetate (10:0:0-0:10:0-0:0:10) mixtures. The structures of the synthesised compounds were confirmed by 1H, 13C APT NMR with COSY, HMQC, HMBC and ESI-MS or HRESI-MS spectra along with the specific optical rotation.

Reference:
Article; Fernandez Montoya, Deicy J.; Contreras Jordan, Luis A.; Moreno-Murillo, Barbara; Silva-Gomez, Edelberto; Mayorga-Wandurraga, Humberto; Natural Product Research; (2019);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The important role of 1731-86-8

The chemical industry reduces the impact on the environment during synthesis 1731-86-8. I believe this compound will play a more active role in future production and life.

The chemical industry reduces the impact on the environment during synthesis 1731-86-8, name is Methyl undecanoate, I believe this compound will play a more active role in future production and life. 1731-86-8

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.

The chemical industry reduces the impact on the environment during synthesis 1731-86-8. I believe this compound will play a more active role in future production and life.

Reference:
Article; Kawase, Tokuzo; Kagawa-Ohara, Maiko; Aisaka, Tsunetomo; Oida, Tatsuo; Journal of Surfactants and Detergents; vol. 18; 4; (2015); p. 615 – 627;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Simple exploration of 1731-86-8

General procedure: The synthesis of the AKGs was performed following the literature with some modifications (Baumann and Mangold 1964; Hanus et al. 2001; Appendino et al. 2003; Parkkari et al. 2006). LiAlH4 (550 mg, 14.5 mmol) was added slowly to a solution of the corresponding methyl ester (3.4 mmol) in anhydrous tetrahydrofuran (15 mL) at 0C and stirred for 1 h and was then left at 20C for 20 h. The reaction mixture was washed with NaOH (10%) followed by HCl (10%) and extracted with diethyl ether (3 ¡Á 20 mL); the extract was neutralized with saturated NaHCO3, dried under reduced pressure and purified by CC. The alcohol obtained was subsequently mesylated in absolute pyridine (4.5 mL, 55.6 mmol) at 0C by the addition of MsCl (880 mg, 7.65 mmol) and the solution was maintained for 24 h at 20C. After quenching the reaction with 5 mL of degasified water, the solution was extracted with diethyl ether (4 ¡Á 20 mL). The organic phase was washed with H2SO4 (2 N), neutralized, concentrated in vacuo, and the crude mesylate was purified by CC. KOH (127 mg, 2.26 mmol) was added to the chiral precursor (R)-solketal (283 mg, 2.14 mmol) in anhydrous toluene (2 mL). The reaction stirred at 50C for 1 h before the addition of metallic Na (3 mg, 0.15 mmol) followed by the mesylate dissolved in toluene (15 mL), and the resulting mixture was kept at 50C for 72 h. The reaction was quenched with HCl (10%) and extracted with ethyl ether (4 ¡Á 20 mL). The organic phase was neutralized, concentrated and purified by CC to give 1-O-alkyl-2,3-O-isopropylidene-sn-glycerol. This intermediate was deprotected in 5 mL of HCl:MeOH (1:10 v/v) and refluxed overnight. After the addition of H2O (10 mL) and extraction with diethyl ether (4 ¡Á 20 mL), the organic phase was neutralized, evaporatedto dryness in vacuo, and the residue was purified by CC to afford pure AKGs. Each step in the synthesis was monitored by TLC, and all CC steps were eluted with hexane-toluene-ethyl acetate (10:0:0-0:10:0-0:0:10) mixtures. The structures of the synthesised compounds were confirmed by 1H, 13C APT NMR with COSY, HMQC, HMBC and ESI-MS or HRESI-MS spectra along with the specific optical rotation.