17-Sep-2021 News Introduction of a new synthetic route about 685-88-1

According to the analysis of related databases, 685-88-1, the application of this compound in the production field has become more and more popular.

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. 685-88-1, name is Diethyl fluoromalonate, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of Diethyl fluoromalonate

To a solution of diethyl 2- fluoromalonate (5.00 g, 28.1 mmol) in EtOH (100 mL) was added LiOH H20 (2.70 g, 64.3 mmol) at 25 C. The mixture was heated to 50 C for 16 hours. The mixture was filtered to collect solid. The filtrate was concentrated to dryness to get oil. The oil and the solid were dissolved in H20 (30 mL) and MTBE (100 mL), the mixture was acidified by adding cone. HC1 to pH 1, the aqueous layer was extracted with MTBE (30 mL x2), the combined organic layers were dried over Na2S04, filtered and concentrated to give 2-fluoromalonic acid (3.00 g, yield 88%) as a solid.

According to the analysis of related databases, 685-88-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; N30 PHARMACEUTICALS, LLC; SUN, Xicheng; QIU, Jian; STOUT, Adam; WO2012/83165; (2012); A1;,
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3-Sep-21 News The important role of 685-88-1

The synthetic route of 685-88-1 has been constantly updated, and we look forward to future research findings.

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. 685-88-1, name is Diethyl fluoromalonate, A new synthetic method of this compound is introduced below., Recommanded Product: 685-88-1

General procedure: Under argon atmosphere, n-butyllithium (0.10 mmol,20 mol%) in hexane (0.15 M, 0.67 mL) was added to a solutionof (R)-3,3-Cl2-BINOL (17.8 mg, 0.05 mmol, 10 mol%)in TBME (5.0 mL) at 0C. After stirring for 1 min, dibenzylmalonate (1a) (0.125 mL, 0.5 mmol, 1.0 eq) and diethyl maleate(2a) (0.096 mL, 0.6 mmol, 1.2 eq) was successively added tothe mixture at room temperature (r.t.). After 1 h, the reactionwas quenched with sat. NH4Cl aq. (2 mL) and stirred for 0.5 h.The aqueous layer was extracted with EtOAc (3 × 10 mL). Thecombined organic layers were washed with brine (20 mL),and dried over Na2SO4. After filtration and concentration, thecrude product was purified by column chromatography (hexane-EtOAc = 9 : 1, SiO2: 10 g) to give product 3aa as a colorless oil (214 mg, 94% yield, 90% ee)

The synthetic route of 685-88-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sakamoto, Midori; Kaneko, Tetsuya; Orito, Yuya; Shimoda, Yasushi; Nakajima, Makoto; Chemical and Pharmaceutical Bulletin; vol. 67; 5; (2019); p. 452 – 460;,
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Continuously updated synthesis method about C7H11FO4

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 685-88-1, its application will become more common.

Some common heterocyclic compound, 685-88-1, name is Diethyl fluoromalonate, molecular formula is C7H11FO4, 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. HPLC of Formula: C7H11FO4

(0076) Into a solution, prepared at room temperature, of 7 g of potassium hydrogencarbonate in 70 g of a 30% aqueous formaldehyde solution were metered, after addition of 7.0 g of ethanol, 100 g of diethyl 2-fluoromalonate at an internal temperature of 20 to 25 C. within 1 hour. After stirring at room temperature for a further 3 hours, 122 g of product were obtained in a purity of about 84% by extraction with ethyl acetate and concentration of the extract in the form of a pale beige oil. For further purification, the product was recrystallized from toluene.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 685-88-1, its application will become more common.

Reference:
Patent; SALTIGO GMBH; VON DEM BRUCH, Karsten; SCHERWITZKI, Andreas; (8 pag.)US2017/197905; (2017); A1;,
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The important role of 685-88-1

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, Diethyl fluoromalonate, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 685-88-1, 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. 685-88-1, name is Diethyl fluoromalonate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

NaH (0.88 g, 22 mmol 60% in mineral oil) was washed free from the oil with hexanes (3 × 10 mL) and was suspended in dry DMF (30 mL). Diethyl fluoromalonate (2.85 g, 16 mmol) dissolved in dry DMF (10 mL) was added dropwise while cooled in ice. After stirring for 10 minutes, 1-fluoro-2-nitrobenzene (2.10 g, 15 mmol) in dry DMF (10 mL) was added and the mixture was heated to 90 C for 18 hours. After cooling to room temperature, the mixture was poured into water (300 mL), acidified with concentrated HCl (2 mL) and extracted with ether (3 × 70 mL). The combined extracts were washed with saturated NaHCO3 solution (2 × 50 mL) and brine (1 × 50 mL) and dried over Na2SO4. After evaporation of the solvent under reduced pressure an orange oil was obtained that was purified by Kugelrohr distillation (8 mbar, 200 C) to afford diethyl 2-fluoro-2-(2-nitrophenyl)malonate (3, 3.21 g, 71%) as an orange solid. M.p. 48-49 C; IR (neat, cm-1) 2996, 1755, 1530, 1276, 1103; deltaH (CDCl3, 400 MHz) 1.33 (6H, t, J 7.1, CH3), 4.31 – 4.43 (4H, m, CH2), 7.57 – 7.63 (2H, m, Ar-H), 7.66 – 7.71 (1H, m, Ar-H), 8.04 (1H, d, J 8.0, Ar-H); deltaF (CDCl3, 376 MHz) – 152.98 (s, C-F); deltaC (CDCl3, 100 MHz) 14.01 (s, CH3), 63.55 (s, CH2), 94.05 (d, 1JCF 198.7, C-F), 125.87 (s, Ar), 128.54 (s, Ar), 128.66 (s, Ar), 128.89 (s, Ar), 130.97 (s, Ar), 133.30 (s, Ar), 164.68 (d, 2JCF 25.1, COO); m/z (ASAP): 226.0 (85%, [M-CO2Et]+), 134.0 (100%).

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, Diethyl fluoromalonate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Harsanyi, Antal; Sandford, Graham; Yufit, Dmitri S.; Howard, Judith A.K.; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 1213 – 1219;,
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Some scientific research about Diethyl fluoromalonate

The synthetic route of 685-88-1 has been constantly updated, and we look forward to future research findings.

685-88-1, name is Diethyl fluoromalonate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C7H11FO4

Intermediate (5’B) (224.6 g, 698 mmols, 1.0 equiv.), methanol (2250 mL) and diethyl fluoromalonate (187 g, 1050 mmols, 1.5 equiv.) were charged to a suitable reaction vessel equipped with a mechanical stirrer and a digital thermometer. Then sodium methoxide in methanol solution (567 g, 30 wt. %, 3149 mmols, 4.5 equiv.) was charged via an addition funnel while maintaining the reaction temperature 20 to 35 C. The mixture was stirred at 20 to 35 C over 30 min. and a light suspension was obtained. The reaction was complete by HPLC. A solution of 1.5 N HC1 (2300 mL, 3450 mmols, 4.9 equiv.) was charged via an addition funnel over 1 h while maintaining the reaction temperature 20 to 30 C. A white suspension was obtained. The pH of the reaction mixture was to be ~1 by pH paper. The slurry was stirred at 20 to 30 C over 30 min. The resulting slurry was filtered, and the filter cake was washed with a pre-mixed solution of methanol and water (500 mL/500 mL), and then with water (1000 mL). The filter cake was dried under vacuum at 50 to 60 C over 16 h to furnish intermediate (6′) as an off-white solid (264 g, 97% yield, >99% pure by HPLC). – MR (500 MHz, DMSO-d6) delta ppm 12.82 (br. s., 1 H); 12.31 (br. s., 1 H); 9.14 (d, J=1.53 Hz, 1 H); 7.55 (s, 1 H); 7.31 – 7.37 (m, 1 H); 7.18 – 7.25 (m, 1 H); 7.10 – 7.15 (m, 2 H); 6.97 – 7.02 (t, J=7.55 Hz, 1 H); 5.88 (s, 2 H).

The synthetic route of 685-88-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRONWOOD PHARMACEUTICALS, INC.; DUNBAR, Craig Anthony; SETHURAMAN, Vasu; HASHASH, Ahmad; (115 pag.)WO2017/95697; (2017); A1;,
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Share a compound : 685-88-1

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.

Adding a certain compound to certain chemical reactions, such as: 685-88-1, name is Diethyl fluoromalonate, 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 685-88-1, Formula: C7H11FO4

General Procedure: In a small vial, MBH carbonate 1a-e (0.25 mmol, 1 equiv), 2-fluoromalonate 2, (67 mg, 0.375 mmol, 1.5 equiv), and catalyst I (8 mg, 0.025 mmol, 10 mol %) in 1 mL of toluene were stirred at room temperature overnight. The crude mixture was monitored by 1H NMR and after completion the crude was purified by column chromatography, affording compound 3. 1,1-diethyl 3-methyl 1-fluoro-2-phenylbut-3-ene-1,1,3-tricarboxylate (3a):1H NMR (400 MHz, CDCl3) delta 7.31-7.28(m, 2H), 7.24-7.20(m, 2H), 6.37-6.37(m, 1H), 6.17(m, 1H), 5.08 (d, JH-F = 35.2 Hz, 1H), 4.24-4.22 (m, 2H), 4.03-4.02(m, 2H), 3.63(s, 3H), 1.24-1.22(t, J = 7.1 Hz, 3H), 1.03-1.02(t, J = 7.1 Hz, 3H). 13C NMR (100 MHz, CDCl3) delta 166.2, 165.2, 164.9, 164.8, 164.5, 138.1, 138.1, 134.9, 129.8, 129.8, 128.2, 127.8, 127.02, 126.9, 98.0, 95.9, 62.9, 62.7, 52.2, 49.0, 48.8, 13.8, 13.7; 19F NMR (376 MHz, CDCl3) delta -174.1 (d, J = 35.4 Hz). HRMS (ESI) calcd. for C18H25FNO6 (M+NH4)+, 370.1666 found 370.1665. Enantiomeric excess: 81%, -65.6 (CHCl3; c = 0.8 g/100 mL) determined by HPLC (Daicel Chiralpak IA, i-PrOH/Hexane = 5/95), UV 254 nm, flow rate 0.8 mL/min, major 9.7 min, minor 10.9 min.

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:
Article; Wang, Bing; Companyo, Xavier; Li, Jing; Moyano, Albert; Rios, Ramon; Tetrahedron Letters; vol. 53; 32; (2012); p. 4124 – 4129;,
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Continuously updated synthesis method about C7H11FO4

Statistics shows that Diethyl fluoromalonate is playing an increasingly important role. we look forward to future research findings about 685-88-1.

Related Products of 685-88-1, These common heterocyclic compound, 685-88-1, name is Diethyl fluoromalonate, 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 Compound a4 (0634) (0635) To a solution of Compound a2 hydrochloride (1.0 g, 5.25 mmol) in methanol (10 mL) was added potassium tert-butoxide (1.07 g, 9.54 mmol), the mixture was stirred 10 minutes under ice-cooling. After added Compound a3 (739 ul, 4.77 mmol), the solution was stirred at 60 C. for 1 hour. After added 2 mol/L hydrochloric acid aqueous solution, methanol was removed under reduced pressure. The precipitated solid was filtered, washed with water, and concentrated under reduced pressure to yield Compound a4 (648.8 mg, yield: 57%) as pale pink solid. (0636) LC-MS: m/z=241. [M+H]+ (0637) LC/MS method: Method A, retention time: 0.74 min

Statistics shows that Diethyl fluoromalonate is playing an increasingly important role. we look forward to future research findings about 685-88-1.

Reference:
Patent; The University of Tokyo; TOHOKU UNIVERSITY; Shionogi & Co., Ltd.; NAGANO, Tetsuo; OKABE, Takayoshi; KOJIMA, Hirotatsu; KAWAGUCHI, Mitsuyasu; NUREKI, Osamu; ISHITANI, Ryuichiro; NISHIMASU, Hiroshi; AOKI, Junken; TANAKA, Nobuyuki; KANDA, Yasuhiko; KIOI, Yoshiyuki; TATENO, Yusuke; KIDA, Shiro; YAMANE, Junji; (163 pag.)US2017/158704; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Extended knowledge of C7H11FO4

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. 685-88-1, name is Diethyl fluoromalonate, A new synthetic method of this compound is introduced below., Application In Synthesis of Diethyl fluoromalonate

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. 685-88-1, name is Diethyl fluoromalonate, A new synthetic method of this compound is introduced below., Application In Synthesis of Diethyl fluoromalonate

Sodium metal (9.68 g, 421 mmol) was cut in small pieces and added to dry EtOH (300 mL) in portions. After all the sodium was dissolved, morpholine-4-carboxamidine sulfate (30 g, 168 mmol) and diethyl fluoromalonate (30 g, 168 mmol) were added to the mixture at 10 C. The resulting white suspension was stirred at 20 C. for 10 min and then heated under reflux for 12 h. The resulting purple suspension was concentrated under reduced pressure and water (150 mL) was added. The solution was treated with 6N HCl (60 mL) to obtain pH-4 at 10 C. The resulting yellow precipitate was collected by filtration, washed with water (40 mL*2) and the yellow filter cake was dried under an infrared lamp for 12 h to give 34 g (94%) of the title compound as a yellow solid. 1H NMR (400 MHz, DMSO-d6) delta 3.65-3.57 (m, 4H) 3.53-3.46 (m, 4H); m/z (APCI-) for C8H10FN3O3 214.1 (M-H)-.

The synthetic route of 685-88-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; Chen, Ping; CHENG, Hengmiao; Gallego, Gary Michael; Jalaie, Mehran; Kath, John Charles; Orr, Suvi Tuula Marjukka; PAIRISH, Mason Alan; (100 pag.)US2017/15689; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 685-88-1

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. 685-88-1, name is Diethyl fluoromalonate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H11FO4

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. 685-88-1, name is Diethyl fluoromalonate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H11FO4

To a solution of diethyl 2- fluoromalonate (5.00 g, 28.1 mmol) in EtOH (100 mL) was added LiOH H20 (2.70 g, 64.3 mmol) at 25 C. The mixture was heated to 50 C for 16 hours. The mixture was filtered to collect solid. The filtrate was concentrated to dryness to get oil. The oil and the solid were dissolved in H20 (30 mL) and MTBE (100 mL), the mixture was acidified by adding cone. HC1 to pH 1, the aqueous layer was extracted with MTBE (30 mL x2), the combined organic layers were dried over Na2S04, filtered and concentrated to give 2-fluoromalonic acid (3.00 g, yield 88%) as a solid.

According to the analysis of related databases, 685-88-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; N30 PHARMACEUTICALS, LLC; SUN, Xicheng; QIU, Jian; STOUT, Adam; WO2012/83165; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The important role of Diethyl fluoromalonate

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

Synthetic Route of 685-88-1,Some common heterocyclic compound, 685-88-1, name is Diethyl fluoromalonate, molecular formula is C7H11FO4, 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.

6-Fluoroimidazo[1 ,2-a]pyridine-3-carboximidamide (Preparation 1 b, 2.0 g, 8.39 mmol,) was added portionwise to a stirred solution of sodium (0.46 g, 20.21 mmol) in methanol (35 mL) at 0 C. Diethyl 2-fluoromalonate (2.65 mL, 16.8 mmol) was then added and the reaction mixture was stirred from 0 C to room temperature overnight. The solvent was evaporated to dryness and the resulting crude was dissolved in water (90 mL). After stirring for 30 min, a 2N solution of hydrochloric acid was added until acid pH. The solid formed was filtered and dried to yield the title compound (0.95 g, 43%) as a brown solid that was used in the next synthetic step without further purification. LRMS (m/z): 265 (M+1 )+ 1H NMR delta (300 MHz, DMSO-d6): 7.6 (s, 1 H), 7.8 (s, 1 H), 8.7 (s, 1 H), 10.1 (s, 1 H), 12.6 (bs, 1 H).

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

Reference:
Patent; ALMIRALL, S.A.; BACH TANA, Jordi; PEREZ CRESPO, Daniel; LLERA SOLDEVILA, Oriol; ESTEVE TRIAS, Cristina; TABOADA MARTINEZ, Lorena; WO2015/91531; (2015); A1;,
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