Extracurricular laboratory: Synthetic route of 2150-37-0

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. 2150-37-0, name is Methyl 3,5-dimethoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C10H12O4

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. 2150-37-0, name is Methyl 3,5-dimethoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C10H12O4

Step 1: Intermediate 1 [00789j To a solution of methyl 3,5-dimethoxybenzoate (2.00 g, 10.2 mmol) in CH3CN (20 mL), 1 -(chloromethyl)-4-fluoro- 1 ,4-diazoniabicyclo [2.2 .2]octane ditetrafluoroborate (SelectfluorTM, 5.40 g, 15.2 mmol) was added. The reaction was stirred at room temperature overnight after which it was diluted with water and extracted with ethyl acetate. The organic layers were washed with water and brine, dried over sodium sulfate and concentrated in vacuo. The resultant residue was purified by column chromatography (hexane/ethyl acetate: 10/1) to afford the title compound as white solid (800 mg, 38 %). ?H NMR (400 MHz, CDC13): oe 3.81 (s, 3H), 3.87 (s, 3H), 3.93 (s, 3H), 6.70 (dd, 1H), 6.91 (dd, 1H).

The synthetic route of 2150-37-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CELGENE AVILOMICS RESEARCH, INC.; SANOFI; D’AGOSTINO, Laura Akullian; SJIN, Robert Tjin Tham; NIU, Deqiang; MCDONALD, Joseph John; ZHU, Zhendong; LIU, Haibo; MAZDIYASNI, Hormoz; PETTER, Russell C.; SINGH, Juswinder; BARRAGUE, Matthieu; GROSS, Alexandre; MUNSON, Mark; HARVEY, Darren; SCHOLTE, Andrew; MANIAR, Sachin; WO2014/144737; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 2150-37-0

The synthetic route of Methyl 3,5-dimethoxybenzoate has been constantly updated, and we look forward to future research findings.

Synthetic Route of 2150-37-0, 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. 2150-37-0, name is Methyl 3,5-dimethoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 168 g (0.86 mol) of methyl 3,5-dimethoxy benzoate in 0.42 L of acetonitrile was cooled down to 0 C. on an ice bath under nitrogen atmosphere. A suspension of 456 g (1.3 mol) of SelectFluor: 1-chloromethyl-4-fluoro-1,4-diazobicyclo[2.2.2] octane bis(tetrafluoroborate) in 8 L acetonitrile was added keeping the temperature close to 0 C. The reaction was stirred overnight warming up to room temperature. The next day, the reaction mixture was poured into 5 L of the sodium carbonate solution and extracted with 20 L of t-butylmethyl ether. The organic layer was washed with 1.875 L of brine, dried with sodium sulfate, filtered and evaporated. The crude mixture was separated by Biotage column chromatography eluting with a gradient of heptane:EtOAc 30:1(18 L) to 25:1(18 L) to 20:1(27 L) to 15:1(27 L) to obtain 73.6 g (40% ) of the title compound. MS (APCI) (m+1)/z 215.1.

The synthetic route of Methyl 3,5-dimethoxybenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chivikas Connolly, Cleo J.; Deur, Christopher James; Hamby, James Marino; Hoyer, Denton Wade; Limberakis, Chris; Reed, Jessica Elizabeth; Schroeder, Mel Conrad; Taylor, Clarke; US2004/19210; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics