Category: 454-31-9

Application of 454-31-9, The chemical industry reduces the impact on the environment during synthesis 454-31-9, name is Ethyl 2,2-difluoroacetate, I believe this compound will play a more active role in future production and life.

Into a 250-mL 3-neck round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 1,4-dibromobenzene (12.0 g, 50.8 mmol, 1.0 equiv) in THF (150.0 mL) at -78 C. Then n-butyllithium solution (1 M in hexane, 60.9 mL, 60.9 mmol, 1.2 equiv) was added at -78 C. The resulting mixture was stirred for 30 minutes at -78 C., and then ethyl 2,2-difluoroacetate (12.6 g, 101.5 mmol, 2.0 equiv) was added slowly at -78 C. The cooling bath was removed, and the resulting mixture was stirred for an additional 1 hour at room temperature. The reaction was then quenched by the addition of 50 mL water. The resulting mixture was extracted with ethyl acetate (250 mL*3), and the organic layers were combined, washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was applied onto a silica gel column eluting with ethyl acetate/petroleum ether (1:10). This resulted in 7.6 g (64%) of 1-(4-bromophenyl)-2,2-difluoroethan-1-one as a light yellow semi-solid.

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, Ethyl 2,2-difluoroacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Arvinas Operations, Inc.; Genentech, Inc.; Crew, Andrew P.; Wang, Jing; Berlin, Michael; Dragovich, Peter; Chen, Huifen; Staben, Leanna; US2019/300521; (2019); A1;,
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Synthetic Route of 454-31-9,Some common heterocyclic compound, 454-31-9, name is Ethyl 2,2-difluoroacetate, molecular formula is C4H6F2O2, 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.

109 g (0.88 mol) of ethyl alpha, alpha-difluoroacetate was added to a stainless steel pressure-proof reaction vessel,0.107 g (0.18 mmol) of a ruthenium catalyst represented by the following formula42 g of sodium methoxide 28% methanol solution (0.22 mol of sodium methoxide)Methanol 290mL,The reactor was replaced with hydrogen 5 times,The hydrogen pressure was set to 1.0 MPa,After stirring at 15 C for 8 hours,React.After 19F-NMR analysis of the reaction, the conversion of alpha, alpha-difluoroacetic acid ethyl ester was 65%, and the selection of DFAL-EtOHThe rate is 91%. 19F-NMR was quantified with the internal standard substance alpha, alpha, alpha-trifluorotoluene.To the reaction solution was added 13.2 g (0.22 mol) of acetic acid,Then adjusting the pH to 8, judging that it is substantially neutral,Abort add.The liquid was directly distilled (bottom temperature ~ 66 C,Decompression degree ~ 2.1 kPa) to obtain a methanol solution containing DFAL-EtOH.The solution was distilled (theoretical plates 35 plates,Distillation temperature 92 ,Decompression degree ~ 35kPa) Most of the methanol separation.To a still pot (bottom) were added 96 g (2.08 mol) of ethanol,Continue distillation,45.9 g of DFAL-EtOH was obtained as a fraction.

The synthetic route of 454-31-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Center Xiaozi Co., Ltd.; Mu Cunzhenren; Qiu Yejinye; Wu Tianjiangzhang; Tian Zhongyishu; Teng Benyalong; (13 pag.)CN107438592; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 454-31-9,Some common heterocyclic compound, 454-31-9, name is Ethyl 2,2-difluoroacetate, molecular formula is C4H6F2O2, 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.

General procedure: In a glove box, add a ruthenium complex Il (0.75 mg, 0.001 mmol),Potassium methoxide (3.5 to 70 mg, 0.05 to 1 mmol), tetrahydrofuran (1 to 10 mL), and ester compounds (0.5 to 10 mmol).After sealing the autoclave, remove it from the glove box and fill it with hydrogen to the required pressure.The reaction vessel was stirred at room temperature for 16 to 24 hours.After slowly releasing excess hydrogen, the reaction solution was depressurized to remove the solvent, and the residue was purified by a short column of silica gel to obtain an alcohol compound.The results are shown in Table 7.

The synthetic route of 454-31-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Zhongke Chuangyue Pharmaceutical Co., Ltd.; Ding Kuiling; Tang Yitian; Han Zhaobin; (55 pag.)CN110357923; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 454-31-9, name is Ethyl 2,2-difluoroacetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of Ethyl 2,2-difluoroacetate

0 g of (1R,2S)-2-amino-1-(4-chlorophenyl)-3-fluoropropan-1-ol was dissolved in 350ml_ methanol, and then 5g of triethyl amine and 30.5g of ethyl difluoroacetate were added and stirred for 12 hours at room temperature. The solvent was evaporated off under reduced pressure, and the residue was recrystallized in isopropanol and water to obtain 12.7g of a white solid (yield 92%).

The synthetic route of 454-31-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZOETIS SERVICES LLC.; DEJONG, Randall Lee; KARRICK, Gregory Lee; STUK, Timothy Lee; (56 pag.)WO2020/68607; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 454-31-9, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 454-31-9, name is Ethyl 2,2-difluoroacetate, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution ofbicyclo[3. l.0]hexan-3-one (125 g, 1274 mmol) in THF (1500 mL) under N2 atmosphere at -78 C was added LDA (2.0 M in THF, 0.701 L, 1402 mmol). The solution was stirred for 1 h at -78 C. To the solution was added slowly over 30 minutes a solution of ethyldifluoroacetate (174 g, 1402 mmol) in THF (300 mL) maintaining a temperature of -78 C. The reaction mixture was allowed to warm to 27 C and was then stirred for 1 h. Progress of the reaction was monitored by TLC (SiC, 20% Acetone/Hexane, Rf = 0.3, UV -active). The reaction mixture was quenched via the addition of aq. HC1 (1N, 2000 mL). The mixture was stirred for 30 min. and then was extracted with EtOAc (3 x 1000 mL). The combined organic layers were washed with brine (1000 mL), dried over anhydrous NaiSCL and filtered. The filtrate was concentrated under reduced pressure to afford 2-(2,2-difluoroacetyl)bicyclo[3. 1.0]hexan-3-one as a pale yellow viscous liquid, 180 g (71%). NMR (400 MHz, CDCb) d = 6.18 (t, J= 54.8 Hz, 1H), 2.70 – 2.62 (m, 1H), 2.35 (d, J= 19.4 Hz, 1H), 2.14 (br s, 1H), 1.26 – 1.21 (m, 1H), 1.04-1.03 (m, 1H), 0.22-0.21 (m, 1H), LCMS: M/Z = 173.17).

The chemical industry reduces the impact on the environment during synthesis Ethyl 2,2-difluoroacetate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BOWSHER, Michael S.; GILLIS, Eric P; PARCELLA, Kyle E.; (0 pag.)WO2020/89778; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 454-31-9, 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. 454-31-9, name is Ethyl 2,2-difluoroacetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 16 (3.2 g, 0.0123 mol) was stirred in toluene (150 mL) at 0C under N2. Potassium tert-butoxide (1.94 g, 17.3 mmol) was added at 0-5C, ethyldifluoroacetate (1.84 g, 0.0149 mol) was added dropwise at 0-5C. RM was stirred at RT for 2 hr. The RM was washed with 10% H2S04 in water and the OL was dried on MgS04, filtered and evaporated to yield intermediate 17 (4.16 g, 99%).

The synthetic route of Ethyl 2,2-difluoroacetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; VAN ROOSBROECK, Yves, Emiel, Maria; VAN DEN KEYBUS, Frans, Alfons, Maria; TRESADERN, Gary, John; BUIJNSTERS, Peter, Jacobus, Johannes, Antonius; VELTER, Adriana, Ingrid; JACOBY, Edgar; MACDONALD, Gregor, James; GIJSEN, Henricus, Jacobus, Maria; AHNAOU, Abdellah; DRINKENBURG, Wilhelmus, Helena, Ignatius, Maria; (216 pag.)WO2018/83098; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 454-31-9, These common heterocyclic compound, 454-31-9, name is Ethyl 2,2-difluoroacetate, 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.

Step 2: Preparation of 4,4-difluoro-1-(3-fluoro-4-methoxyphenyl)-butane-1,3-dione Ethyl difluoroacetate (4.06 g, 32.7 mmol) was dissolved in methyl tert-butyl ether (50 mL). To the stirred solution was added 25 weight % sodium methoxide (7.07 g, 32.7 mmol) followed by 3′-fluoro-4′-methoxyacetophenone from Step 1 (5.0 g, 29.7 mmol). After stirring for 16 hours, 1N HCl (50 mL) was added. The organic layer was collected and washed with water (2*50 mL), dried over anhydrous MgSO4, filtered, and added to hexanes to precipitate a tan solid (7.0 g, 96%): mp 70-72 C.

The synthetic route of 454-31-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; G.D. Searle & Co.; US6407140; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 454-31-9,Some common heterocyclic compound, 454-31-9, name is Ethyl 2,2-difluoroacetate, molecular formula is C4H6F2O2, 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.

Into an 100-mL 3 -necked round-bottom flask was added a solution of 1 ,4- dibromobenzene (0.23 g, 0.99 mmol) in tetrahydrofuran (50 mL). The solution was placed under nitrogen and cooled to -78C. w-Butyllithium (0.4 mL,2.5 M) was added dropwise, and the resulting solution was stirred for 30 min at the same temperature. Ethyl 2,2-difluoroacetate(0.14 g, 1.1 mmol) was added dropwise to the mixture and the resulting solution was stirred for an additional 1 h at -78C. The reaction was quenched by the careful addition of hydrochloric acid (2.0 mL, 1.0 M). The mixture was extracted with ethyl acetate (2 x 10 mL), and the organic layers were combined, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuo to afford l-(4-bromophenyl) 2,2-difluoroethan-l-one. GCMS calc’d for C8H5BrF20[M]+: 234, found 234.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHILDERS, Matthew Lloyd; DINSMORE, Christopher; FULLER, Peter; GUERIN, David; KATZ, Jason David; PU, Qinglin; SCOTT, Mark E.; THOMPSON, Christopher F.; ZHANG, Hongjun; FALCONE, Danielle; TORRES, Luis; BRUBAKER, Jason; ZENG, Hongbo; CAI, Jiaqiang; DU, Xiaoxing; WANG, Chonggang; BAI, Yunfeng; KONG, Norman; LIU, Yumei; ZHENG, Zhixiang; WO2014/146490; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 454-31-9, name is Ethyl 2,2-difluoroacetate, A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl 2,2-difluoroacetate

To a cold (-78 0C) stirred solution of 1,4-dibromobenzene (86.4 g, 366 mmol) in tetrahydrofuran (800 mL) was added n-butyllithium (228 mL, 1.6 M in hexanes, 366 mmol). The mixture was stirred at -78 0C for 30 min and ethyl difluoroacetate (50 g, 402 mmol) was added over 2 min. The mixture was stirred at -78 C for 1 h. The reaction was quenched with 1 N hydrochloric acid (250 mL) and allowed to attain room temperature. Methyl tert-butyl ether (250 mL) was added and the layers were separated. The organic layer was washed with brine (100 mL), dried (MgSO4) and concentrated under reduced pressure. The residue was distilled under vacuum to give the difluoroketone as a white glassy solid which was used in the next step.

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; MERCK FROSST CANADA LTD.; WO2009/70873; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 454-31-9, name is Ethyl 2,2-difluoroacetate, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H6F2O2

Intermediate 15 (2.57 g, 0.0101 mol) was stirred in toluene (150 mL) at 0C under N2. Potasssium tert.-butoxide (1.59 g, 14.2 mmol) was added at 0-5C, ethyldifluoroacetate (1.52 g, 0.0122 mol) was added dropwise at 0-5C. RM was stirred at RT for 2 h. The RM was washed with 10%> H2SO4 in water and the OL was dried on MgS04, filtered and evaporated to yield intermediate 16 (3.34 g, 99%).

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; JANSSEN PHARMACEUTICA NV; VAN ROOSBROECK, Yves, Emiel, Maria; BUIJNSTERS, Peter, Jacobus, Johannes, Antonius; TRESADERN, Gary; JACOBY, Edgar; OEHLRICH, Daniel; GIJSEN, Henricus, Jacobus, Maria; (67 pag.)WO2018/83103; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics