Category: 34837-84-8

Electric Literature of 34837-84-8, 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. 34837-84-8, name is Methyl 2-(4-fluorophenyl)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

5A. Methyl 2-(4-fluorophenyl)-3-(4-(methylsulphonyl)phenyl)-3-oxopropanoate A solution of methyl 2-(4-fluorophenyl)acetate (2.35 g, 14 mmol) in THF (15 mL), at -78° C., was treated dropwise with 1 N lithium bis(trimethylsilyl)amide (14 mL, 14 mmol). After 15 minutes a suspension of 4-(methylsulphonyl)benzoyl chloride (3.3 g, 15 mmol) in THF (25 mL) was added in portions. The reaction mixture was stirred for 60 minutes at -78° C. and at 0 to 5° C. for 12 hours. The mixture was quenched with 10percent citric acid, the THF removed in vacuo, and the residue triturated with hexanes to provide the desired product as a solid (yield: 3.4 g; 69percent). MS (DCI-NH3) m/z 368 (M+H)+; 1H NMR (300 MHz, DMSO-d6) delta3.27 (s, 3H), 3.69 (s, 3H), 6.35 (s, 1H), 7.21 (m, 2H), 7.44 (m, 2H), 8.06 (d, J=9 Hz, 2H), 8.25 (d, J=9 Hz, 2H).

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, Methyl 2-(4-fluorophenyl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Abbott Laboratories; US6472416; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 34837-84-8,Some common heterocyclic compound, 34837-84-8, name is Methyl 2-(4-fluorophenyl)acetate, molecular formula is C9H9FO2, 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.

At 0C, to a suspension of NaH (6.7 g, 167.7 mmol) in THF (100 mL), a solution of methyl 2-(4-fluorophenyl)acetate (9.4 g, 55.9 mmol) and iodidemethane (23.8 g, 167.7 mmol) in THF (50 mL) was added drop wise. The resulting mixture was allowed to warmup to room temperature and stirred overnight. The residue was quenched with saturated aq. NH4CI and extracted with EtOAc. The organics were washed sequentially with water and brine, and dried over Na2SO4. Filtration and concentration in vacuum gave a crude product, which was purified by flash chromatography (silica gel, 0-30% EtOAc in PE) to afford the title compound (7.6 g, 69% yield). (ESI) mlz calcd for C11H13FO2: 196.09.Found: 197.17 (M+1).

The synthetic route of 34837-84-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DE LA ROSA, Martha Alicia; KAZMIERSKI, Wieslaw Mieczyslaw; (90 pag.)WO2019/3143; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 34837-84-8, 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. 34837-84-8, name is Methyl 2-(4-fluorophenyl)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

5A. methyl 2-(4-fluorophenyl)-3-(4-(methylsulphonyl)phenyl)-3-oxopropanoate. A solution of methyl 2-(4-fluorophenyl)acetate (2.35 g, 14 mmol) in THF (15 ML), at -78 °C, was treated dropwise with 1 N lithium bis(trimethylsilyl)amide (14 ML, 14 mmol).. After 15 minutes a suspension of 4-(methylsulphonyl)benzoyl chloride (3.3 g, 15 mmol) in THF (25 ML) was added in portions.. The reaction mixture was stirred for 60 minutes at -78 °C and at 0 to 5 °C for 12 hours.. The mixture was quenched with 10percent citric acid, the THF removed in vacuo, and the residue triturated with hexanes to provide the desired product as a solid (yield: 3.4 g; 69percent). MS (DCI-NH3) m/z 368 (M+H)+; 1H NMR (300 MHz, DMSO-d6) delta 3.27 (s, 3H), 3.69 (s, 3H), 6.35 (s, 1H), 7.21 (m, 2H), 7.44 (m, 2H), 8.06 (d, J = 9 Hz, 2H), 8.25 (d, J = 9 Hz, 2H).

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, Methyl 2-(4-fluorophenyl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBOTT LABORATORIES; EP1206474; (2004); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 34837-84-8, 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. 34837-84-8, name is Methyl 2-(4-fluorophenyl)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 20: 4-Fluorophenylacetic acid 1 (Z = COOCH3, F = 4-F, X = H)10 mL water and 0.8 mL of a 30percent sodium hydroxide solution is added to 0.3 g methyl 4-fluorophenylacetate and the mixture is stirred at 60° C for an hour. Once the conversion is completed, it is acidified with concentrated hydrochloric acid to pH = 1. The product is isolated by filtration as a white solid in a 0.15 g (55percent) amount.1H-NMR (300 MHz, CDCl3): delta (ppm) : 3.63 (s, 2H); 7.02 (t, 2H); 7.24 (t, 2H); 10.1 (bs, IH).

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, Methyl 2-(4-fluorophenyl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F.I.S. FABBRICA ITALIANA SINTETICI S.P.A.; WO2008/78350; (2008); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 34837-84-8, 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 34837-84-8 as follows.

To a stirred solution of diisopropylamine (13.0 g) in tetrahydrofurane (160 mL)was added a solution of n-butyllithium in hexane (51 .4 mL; c= 2.5 M) at -78 °C.The solution was stirred at 0 C for 15 minutes. The solution was cooled to -78°C and a solution of methyl (4-fluorophenyl)acetate (18.0 g), dissolved intetrahydrofurane (40 mL) was added. The solution was stirred at -78 °C for 30 minutes. Methyl iodide (10.0 mL) was added at -78 C, and the solution was allowed to warm up to 0 °C within 1 h. Water was added and the reaction mixture was extracted with ethyl acetate. The organic phase was dried (sodium sulfate) and the solvent was removed in vacuum. Silicagelchromatography gave 18.9 g of the titte compound.1H-NMR (400MHz, DMSO-d6): O [ppm] = 1.34 (d, 3H), 3.55 (s, 3H), 3.79 (q, 1H),7.08 – 7.15 (m, 2H), 7.25 – 7.32 (m, 2H).

According to the analysis of related databases, 34837-84-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; SCHIROK, Hartmut; KOSEMUND, Dirk; BRIEM, Hans; BADER, Benjamin; BOeMER, Ulf; WENGNER, Antje Margret; SIEMEISTER, Gerhard; LIENAU, Philip; STOeCKIGT, Detlef; LUeCKING, Ulrich; SCHALL, Andreas; WO2014/198594; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 34837-84-8, 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. 34837-84-8, name is Methyl 2-(4-fluorophenyl)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

5A. Methyl 2-(4-fluorophenyl)-3-(4-(methylsulphonyl)phenyl)-3-oxopropanoate A solution of methyl 2-(4-fluorophenyl)acetate (2.35 g, 14 mmol) in THF (15 mL), at -78° C., was treated dropwise with 1 N lithium bis(trimethylsilyl)amide (14 mL, 14 mmol). After 15 minutes a suspension of 4-(methylsulphonyl)benzoyl chloride (3.3 g, 15 mmol) in THF (25 mL) was added in portions. The reaction mixture was stirred for 60 minutes at -78° C. and at 0 to 5° C. for 12 hours. The mixture was quenched with 10percent citric acid, the THF removed in vacuo, and the residue triturated with hexanes to provide the desired product as a solid (yield: 3.4 g; 69percent). MS (DCI-NH3) m/z 368 (M+H)+; 1H NMR (300 MHz, DMSO-d6) delta3.27 (s, 3H), 3.69 (s, 3H), 6.35 (s, 1H), 7.21 (m, 2H), 7.44 (m, 2H), 8.06 (d, J=9 Hz, 2H), 8.25 (d, J=9 Hz, 2H).

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, Methyl 2-(4-fluorophenyl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Abbott Laboratories; US6472416; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 34837-84-8, A common heterocyclic compound, 34837-84-8, name is Methyl 2-(4-fluorophenyl)acetate, molecular formula is C9H9FO2, 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.

Example 5; To a dry MEOH solution (50 ML) containing 4-FLUOROPHENYLACETIC acid 5A (5 g, 0.0324 mole) was added a catalytic amount of 4-toluene sulfonicacid (0.324 mmole, 61 mg). The solution was refluxed for 4 h. The resultant solution was concentrated under reduced pressure to give pale-yellow syrup. The material was diluted with EtOAc (100 mL), and neutralized with NAHCO3 (1M, 5 mL). The organic layer was then washed with H20 (10 mLx2), followed by brine (10 mL), dried over MGS04 and filtered. The filtrate was concentrated to give a pale-yellow liquid. (5.33 g, 31.75 mmole, 98 percent, MS M+H = 169 found: 169, 1H NMR structure confirmed). The methyl ester (2. 0g, 11.9 mmole) was then added to a CCL4 solution (100 mL) containing NBS (2.33 g, 13.09 mmole). The reaction mixture was refluxed at 80 °C for 3 h to yield the brominated methyl ester 5b. The cooled solution was filtered through a pad of silica gel to remove excess SUCCINIMIDE, the filtrate was evaporated under reduced pressure, and the resultant material was transferred to the next reaction without further purification. To an acetonitrile solution containing the amine (TBIA, 2.44 g (8.94 mmole) /15 mL ACN) was added the compound 5B (ca. 2 g). While the reaction mixture was stirred triethylamine was added dropwise (1.70 ML, 12.2 mmole 1.5 equiv. ). The reaction mixture was stirred at ambient temperature for 16 h. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, and diluted with EtOAc (25 mL). The organic layer was treated with H2O, dried over MGS04, and filtered. The filtrate was then concentrated under reduced pressure to give the compound 5c, 3.29 g. Isobutyryl chloride (0.53 ML, 4.99 mmole in 5 mL DCM) was added dropwise to a chilled DCM solution (10 mL) containing the compound 5C (2.0 g, 4.54 mmole). While the reaction mixture was stirred, a triethylamine solution (1.27 ML, 2 equiv. in 5 mL DCM) was added dropwise. The reaction mixture was agitated as it was warmed to room temperature for 2 h. After completion of the reaction, the reaction mixture was treated with IN HCL (20 mL), followed by sat. NAHC03 (3 mL). The organic layer was then washed with water and brine, dried over MGS04, and filtered. The filtrate was concentrated under reduced pressure to give pale-yellow syrup. This was purified by a column chromatography using a gradient of EtOAc-Hexane mixture (from 0 to 25 percent of EtOAc). The isolated yield of the methyl ester was 2.10 g, 4.13 mmole, 90.9 percent. The methyl ester (250 mg, 0.50 mmole) was dissolved in a LIOH solution (1M, THF : water (5: 1) mixture), and vigorously stirred for 3 h. The reaction mixture was neutralized to pH 7 by titrating it with 1N HCL solution. The desired product was then extracted with EtOAc (20 mL). The organic layer was washed with H2O and brine, dried over MgS04, and filtered. The filtrate was then evaporated under reduced pressure to give a white amorphous material 5 (200 mg, 0.40 mmole, 80 percent, MS M+H = 496 found: 496, LU NMR structure confirmed).; Intermediate 2; Solution of 25.5 g (0.15 mol) of intermediate 1 in 50 ml of carbon tetrachloride was treated with 29.7 g (0.167 mol) of N-bromosuccinimide in 50 ml of carbon tetrachloride. Mixture was treated with 12 drops of HBR/HOAC (30percent) and stirred at reflux for 2h. Treated with another 5 g (0.03 mol) of N- bromosuccinimide and stirred at reflux for 2h. Cooled and reaction was filtered through a mixture of magnesium sulfate/silica gel (1: 1). Concentrated to yield 36.89 g of liquid.

The synthetic route of 34837-84-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/14539; (2005); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 34837-84-8, name is Methyl 2-(4-fluorophenyl)acetate, 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 34837-84-8, category: esters-buliding-blocks

To a stirred solution of diisopropylamine (13.0 g) in tetrahydrofurane (160 mL)was added a solution of n-butyllithium in hexane (51 .4 mL; c= 2.5 M) at -78 ¡ãC.The solution was stirred at 0 ¡ãC for 15 minutes. The solution was cooled to -78¡ãC and a solution of methyl (4-fluorophenyl)acetate (18.0 g), dissolved intetrahydrofurane (40 mL) was added. The solution was stirred at -78 ¡ãC for 30 minutes. Methyl iodide (10.0 mL) was added at -78 ¡ãC, and the solution was allowed to warm up to 0 ¡ãC within 1 h. Water was added and the reaction mixture was extracted with ethyl acetate. The organic phase was dried (sodium sulfate) and the solvent was removed in vacuum. Silicagelchromatography gave 18.9 g of the title compound.1H-NMR (400MHz, DMSO-d6): 6 [ppm] = 1.34 (d, 3H), 3.55 (5, 3H), 3.79 (q, 1H),7.08 – 7.15 (m, 2H), 7.25 – 7.32 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-(4-fluorophenyl)acetate, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; LERCHEN, Hans-Georg; BIERER, Donald; WENGNER, Antje Margret; SIEMEISTER, Gerhard; LIENAU, Philip; KRENZ, Ursula; KOSEMUND, Dirk; STOeCKIGT, Detlef; BRUeNING, Michael; LUeCKING, Ulrich; TEREBESI, Ildiko; WO2014/198647; (2014); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 34837-84-8, name is Methyl 2-(4-fluorophenyl)acetate, 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 34837-84-8, Safety of Methyl 2-(4-fluorophenyl)acetate

General procedure: Various methyl benzoate 8A-V (1.0 equiv) reacted with hydrazine hydrate (excess amount) in anhydrous ethanol. The reaction was stirred at 40 ¡ãC for overnight. The ethanol was removed under reduced pressure. The products were purified by recrystallization, which were washed with ethyl ether. The products were obtained as white solid.

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; Kim, Bo-Kyoung; Ko, Hyojin; Jeon, Eun-Seok; Ju, Eun-Seon; Jeong, Lak Shin; Kim, Yong-Chul; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 202 – 216;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 34837-84-8 as follows. Recommanded Product: Methyl 2-(4-fluorophenyl)acetate

Step El. To a solution of diisopropylamine (4.24 mL, 29.7 mmol) in THF (100 mL) at -5 ¡ãC under nitrogen was added a solution of 2.5 M n-butyllithium in hexanes (11.9 mL, 29.7 mmol) dropwise via syringe. After stirring for 15 min, methyl 2-(4-fluorophenyl)acetate (commercially available, 5.0 g, 29.7 mmol) was added. The mixture was stirred at -5 ¡ãC for 30 min and then treated with iodomethane (1.86 mL, 29.7 mmol). The reaction mixture was allowed to gradually warm to rt. After 4 h at rt, the reaction mixture was poured into a solution of aqueous ammonium chloride. The resulting mixture was extracted with diethyl ether. The combined organic extracts were washed with brine, dried (magnesium sulfate), filtered, and concentrated in vacuo. The crude product was purified using silica gel column chromatograpy (20: 1 hexane/ethyl acetate) to afford methyl 2-(4- fluorophenyl)propanoate (2.32 g, 43 percent yield) as a clear liquid. 1H NMR (500 MHz, chloroform-d) delta 7.33 – 7.25 (m, 2H), 7.09 – 6.98 (m, 2H), 3.73 (q, J=7.2 Hz, IH), 3.69 (s, 3H), 1.51 (d, J=7.2 Hz, 3H).

According to the analysis of related databases, 34837-84-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MARCIN, Lawrence R.; HIGGINS, Mendi A.; BRONSON, Joanne J.; ZUSI, F. Christopher; MACOR, John E.; DING, Min; WO2015/42243; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics