Category: 7459-46-3

Synthetic Route of 7459-46-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 7459-46-3, name is Triethyl ethane-1,1,2-tricarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of triethyl 1,1,2-ethanetricarboxylate (3.51 mL, 15.30 mmol) and 2-(4-nitrophenyl)ethanimidamidehydrochloride (46.95 g, 217.72 mmol) in anhydrous MeOH (300 mL) at r.t. was added NaOMe (3.8.82 g, 718.49 mmol)and the resulting suspension was refluxed for 16 h. After cooling to r.t., the reaction mixture was chilled to 0 C, acidifiedwith 6N HCl, and the separated solids collected by suction and rinsed with cold water. Drying under high vacuum at45 C for 6 h then gave methyl [4,6-dihydroxy-2-(4-nitrobenzyl)-5-pyrimidinyl]acetate (56.48 g, 81percent yield) as a palewhite powder.

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, Triethyl ethane-1,1,2-tricarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer HealthCare AG; EP1471057; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 7459-46-3 as follows. category: esters-buliding-blocks

To a solution of compound 30 (495 g, 2.01 mol) in tert-butanol (4 L) was added NaBH4 (434 g, 12.04 mol) with vigorous stirring at RT under N2 atmosphere. To this stirred solution was added methanol (250 mL) in three portions during 45 mins maintaining a gentle reflux. The reaction mixture was slowly warmed to 80 °C and allowed to reflux at the same temperature for over night. The reaction mixture was cooled, added 5M hydrochloric acid to get pH = 7 (app). The mixture was filtered, the residue washed with ethanol (2 x 500 mL) and combined the organic layers. The solvent was removed under vacuum and the crude product was purified by column chromatography on silica gel (10percent methanol in chloroform) to give the title compound (160 g, 66percent). TLC: Chloroform/Methanol, 4: 1, Rf=0.2

According to the analysis of related databases, 7459-46-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MEDIVIR AB; WO2005/65689; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 7459-46-3,Some common heterocyclic compound, 7459-46-3, name is Triethyl ethane-1,1,2-tricarboxylate, molecular formula is C11H18O6, 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 reflux solution of triethyl 1,1,2-ethane tricarboxylate (32) (5.0 g, 20.3 mmol) and sodium borohydride (2.3 g, 60.9 mmol) in tert-butyl alcohol (40 mL), methanol (2.5 mL) was added in the reaction mixture in three aliquots over 0.5 h. The resulting solution was heated under reflux condition for additional 0.5 h and allowed to cool down to room temperature. 1 N HCl was added with care until the solution was neutral. The solution was filtered and filtrate was extracted with ethanol. The residue was purified by silica gel column chromatography (chloroform:methanol = 7:1) to give 33 (2.1 g). Yield: 88percent; 1H NMR (300 MHz, CDCl3) delta (ppm) 3.80 (m, 6H), 1.93 (q, J = 5.4 Hz, 1H), 1.71 (m, 2H); ESI [M + H] = 121.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Triethyl ethane-1,1,2-tricarboxylate, its application will become more common.

Reference:
Article; You, Hyun; Youn, Hyung-Seop; Im, Isak; Bae, Man-Ho; Lee, Sang-Kook; Ko, Hyojin; Eom, Soo Hyun; Kim, Yong-Chul; European Journal of Medicinal Chemistry; vol. 46; 4; (2011); p. 1153 – 1164;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics