Category: 454-31-9

Application 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.

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.

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; G. D. Searle & Co.; US6376528; (2002); B1;,
Ester – Wikipedia,
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Electric Literature 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

Synthetic Route 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 suspension of LiAlH4 in THF ( (97%, 3.96 g, 101.2 mmol, 200 mL) was addedethyl 2,2-difluoroacetate (24.76 g, 199.5 mmol) dropwise at -10 C. After addition, the reactionmixture was continued to stir for 1 h, then adjusted to pH= 2~3 with 2 M HCl solution. The resulting mixture was distilled and collected distillation at 90~96 oc to give the title compoundas colorless oil (7.30 g, yield 44.6%).1H NMR (400MHz, CDCb) 8 (ppm): 5.85 (tt, J = 55.7, 3.8 Hz, 1H), 3.81 (td, J = 14.5, 3.8 Hz,2H);19F NMR (376 MHz, CDCb) 8 (ppm): -127.90.

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; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; DAI, Weilong; XI, Ning; LI, Minxiong; ZHANG, Tao; LI, Xiaobo; HU, Haiyang; CHEN, Wuhong; WANG, Tingjin; LIU, Jun; (188 pag.)WO2017/48675; (2017); 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., name: Ethyl 2,2-difluoroacetate

CuO-ZnO-BaO / CNT catalyst 2 prepared in Example 2 was usedA difluoroethanol was prepared by hydrogenation of difluoroacetate,In a stainless steel autoclave, 35 g of ethyl difluoroacetate and 2 g of catalyst 2 were placed,Closed reactor, the use of 0.5MPa hydrogen replacement kettle air, the introduction of hydrogen pressure of 2MPa,Heating up to 110 C with stirring,Reaction 4 h. Cooling down, until the temperature dropped to 25 after the pressure, open the reactor,After the reaction solution was taken out, the catalyst was separated from the reaction solution, the filtrate was distilled at atmospheric pressure and the pellets were collected at 97 to 99 C,21.5 g of difluoroethanol was obtained, the yield was 93.3%, and the purity was 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; Shandong Dongyue PolymerMaterial Co., Ltd.; CHEN, YUE; LUO, YONGZHEN; BI, ZUOWEI; (6 pag.)CN105461512; (2016); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 454-31-9, name is Ethyl 2,2-difluoroacetate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 454-31-9, SDS of cas: 454-31-9

Intermediate 6 (53.35 g, 0.22 mol) was stirred in toluene (1500 mL) at 0 C under N2. Potassium tert-butoxide (34.14 g) was added at 0-5 C and 2,2-difluoro-acetic acid ethyl ester (33.01 g, 0.27 mol) was added dropwise at 0-5 C. The RIVI was stirred at RT for 2 h, then washed with 10% H2S04 in water and the OL was dried on MgSO4,filtered and evaporated, yielding intermediate 7 (70.50 g, quantitative).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; VAN ROOSBROECK, Yves, Emiel, Maria; VAN DEN KEYBUS, Frans, Alfons, Maria; VELTER, Adriana, Ingrid; BUIJNSTERS, Peter, Jacobus, Johannes, Antonius; TRESADERN, Gary, John; GIJSEN, Henricus, Jacobus, Maria; (76 pag.)WO2018/83101; (2018); A1;,
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. SDS of cas: 454-31-9

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 placed in a 250 mL Erlenmeyer flask, and dissolved in methyl tert-butyl ether (50 mL). To the stirred solution was added 25% 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, 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.; 1 H NMR (DMSO-d6) 8.0 (m, 3H), 7.3 (t, 1H), 6.9 (s, 1H), 6.5 (t, 1H), 3.9 (s, 3H).

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.; US5756529; (1998); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 454-31-9, name is Ethyl 2,2-difluoroacetate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 454-31-9, Product Details of 454-31-9

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 t-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 (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.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; G.D. Searle & Co.; US5990148; (1999); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. Quality Control of Ethyl 2,2-difluoroacetate

Step 1: Preparation of 1-ethoxy-2,2-difluoroethanol To a solution of ethyl 2,2-difluoroacetate (200 g, 1.59 mol) in tert-butyl methyl ether (1200 mL) was added LiAlH4 (33 g, 0.78 mol) portionwise at 78 C. under a nitrogen atmosphere. Once the addition was complete, the reaction mixture was continually stirred for 6 hrs at 78 C. EtOH (75 mL, 98%) was added dropwise to quench the reaction at 78 C., and the resulting mixture was allowed to warm to rt. The mixture was poured into ice/water, and concentrated H2SO4 (100 mL) was added carefully with stirring. The mixture was extracted with tert-butyl methyl ether (two*1 L) and the combined organic layers were washed with water, dried over Na2SO4, and concentrated to afford crude material that was submitted to distillation under reduced pressure. The fraction was collected at 45-55 C./-0.1 MPa to afford the title compound (75 g, 37% yield) as a colorless liquid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 454-31-9, its application will become more common.

Reference:
Patent; PFIZER INC.; Cheng, Hengmiao; Johnson, JR., Theodore Otto; Kath, John Charles; Liu, Kevin Kun-Chin; Lunney, Elizabeth Ann; Nagata, Asako; Nair, Sajiv Krishnan; Planken, Simon Paul; Sutton, Scott Channing; US2013/79324; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route 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.

EXAMPLE 8 Ethyl 3,5-bis(difluoromethyl)-1H-pyrazole-4-carboxylate (Ia/b-3) To a mixture of (3.44 g, 10 mmol) ethyl 3-[(diphenylmethylene)hydrazinylidene]-4,4-difluorobutanoate and 1.02 g of ethyl difluoroacetate in 15 ml of methyl tert-butyl ether are added 1 g of potassium tert-butoxide and the mixture is stirred for 18 hours at 40 C. The mixture is cooled to 20 C., the precipitate is filtered off and dissolved in 15 ml of ethanol 2 ml of HCl were added to the solution and the mixture is stirred for 3 hours at 50 C. The product is extracted with 50 ml of methyl tert-butyl ether. The organic phase is washed with water, dried over MgSO4 and concentrated under reduced pressure. The residue is purified by means of column chromatography (ethyl acetate/methylcyclohexane). 1.87 g (78%) of product is obtained. 1NMR delta: 7.15 (t, 2h, CHF2, JH-F=53.6 Hz), 4.39 (q, 2H, CH2, J=7.1 Hz), 1.39 (t, 3H, CH3, J=7.1 Hz) ppm. 13C NMR delta: 161.1 (CO), 143.8 (t, CIV arom, JC-F=23.1 Hz), 111.6 (CIV arom), 108.2 (t, JC-F=238.4 Hz), 61.7 (CH2), 13.9 (CH3) ppm. 19F NMR delta: -117.3 (CHF2, JF-H=53.6 Hz) ppm.

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

Reference:
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; PAZENOK, Sergii; LUI, Norbert; (10 pag.)US2016/122304; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 454-31-9, name is Ethyl 2,2-difluoroacetate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 454-31-9, Product Details of 454-31-9

To a stirred solution of bicyclo[3. l .0]hexan-3-one (125 g, 1274 mmol) in THF (1500 mL), was added LDA (2.0 M in THF, 0.701 L, 1402 mmol) at -78 C under N2 atmosphere and stirred for 1 h followed by the addition Ethyldifluoroacetate (174 g, 1402 mmol) in THF (300 mL) slowly at -78 C for 30 min. After the addition the reaction mixture was allowed to warm to 27 C and stirred for 1 h under N2 atmosphere. Progress of the reaction was monitored by TLC (S1O2, 20% Acetone/Hexane, Rf = 0.3, UV -active). After completion, the reaction mixture was quenched withlN HC1 (2000 mL) and stirred for 30 min and extracted with EtOAc (3 x 1000 mL). The combined organic layers were washed with brine (1000 mL), dried over anhydrous NaiSOr and filtered. The filtrate was concentrated under reduced pressure to afford 2-(2,2-difluoroacetyl)bicyclo[3. l .0]hexan-3-one (180 g, Yield: 71.2%, pale yellow viscous liquid. NMR (400 MHz, CHLOROFORM-d) d = 6.18 (t, ./ = 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).

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; VIIV HEALTHCARE UK (NO.5) LIMITED; IWUAGWU, Christiana; PEESE, Kevin M.; (0 pag.)WO2020/58844; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics