The origin of a common compound about C11H18F2O4

Related Products of 22515-16-8, A common heterocyclic compound, 22515-16-8, name is Diethyl 4,4-difluoroheptanedioate, molecular formula is C11H18F2O4, its 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.

Related Products of 22515-16-8, A common heterocyclic compound, 22515-16-8, name is Diethyl 4,4-difluoroheptanedioate, molecular formula is C11H18F2O4, its 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.

A solution of diester (5.00 g, 19.8 mmol) in ethanol was cooled to 0 C; a solution of KOH (1 .22 g, 21 .8 mmol) in ethanol was added slowly to the reaction mixture. The resulting solution was warmed to rt and stirred for 10 h. The reaction mixture was coned, diluted with water, and extracted with hexanes:EA (3: 1 ). Tire aq phase was acidified with IN HC1 and extracted by EA. Tire organic phases were combined and dried over NarSOr, filtered, and coned to afford 2.88 g of the title compd as a white solid (65% yield). LCMS (ESI+): m/z = 225.21 | M 1 1 [ .

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; PLIANT THERAPEUTICS, INC.; LEFTHERIS, Katerina; REILLY, Maureen; FINKELSTEIN, Darren; COOPER, Nicole; BAILEY, Christopher; CHA, Jacob; (0 pag.)WO2020/6315; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some scientific research about Diethyl 4,4-difluoroheptanedioate

Electric Literature of 22515-16-8, 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 22515-16-8 as follows.

Electric Literature of 22515-16-8, 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 22515-16-8 as follows.

General procedure: Solid, fine powdered lithiumaluminium hydride (2.0 – 5.0 equiv.) is suspended in dry THF at room temperature. The corresponding diacid- or diester derivative is dissolved in dry THF and the solution is slowly added dropwise to the lithiumaluminium slurry while cooling with an ice bath. After complete addition, the reaction solution is warmed to room temperature and the consumption of the starting material is checked by TLC. The suspension is carefully quenched with 2M H2SO4, additional water is added. For a better workup, the suspension should have a pH of ~7. The phases are separated and extracted with Et.20. The organic phase is washed with H2O, dried over MgSO4 and evaporated under reduced pressure. The crude product is directly used without further purification or purified via column chromatography using cyclohexane / tert. -butyl methyl ether. 1H NMR (500 MHz, CDCIs) delta 3.70 (t, 4H, J = 6.3 Hz), 2.00-1 .90 (m, 4H), 1 .79-1 .74 (m, 4H), 1 .38 (br s, 2H).

According to the analysis of related databases, 22515-16-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK PATENT GMBH; SCHRAUB, Martin; DOBELMANN-MARA, Lars; RIEDMUELLER, Stefan; (326 pag.)WO2018/149852; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics