Tag: M.W=200-300

Application of 69812-51-7, The chemical industry reduces the impact on the environment during synthesis 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, I believe this compound will play a more active role in future production and life.

General procedure: To an oven-dried Schlenk tube equipped with a magnetic stir bar was charged with tris(2,2′-bipyridyl)ruthenium(II) chloride (3 mol%), arenesulfonyl chloride (1.0 equiv.), heteroarene (1.0 equiv.), Na2CO3 (1.0 equiv.) and dry acetonitrile. The mixture was degassed by the freeze pump-thaw procedure, and then the Schlenk tube was irradiated under a 3W Blue LED bulb at a distance of 5 cm. After stirring at 25 C for 12 h, the solvent was removed under reduced pressure and the residue was then diluted with water. The aqueous solution was extracted (3 times) with ethyl acetate. The combined organic phases were dried over Na2SO4 and filtered. The filtrate was evaporated under reduced pressure to get the crude product, which was purified by column chromatography using hexane-ethyl acetate mixtures.

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 4-chlorosulfonylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Natarajan, Palani; Bala, Anu; Mehta; Bhasin; Tetrahedron; vol. 72; 19; (2016); p. 2521 – 2526;,
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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;,
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Synthetic Route of 148547-19-7, 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. 148547-19-7, name is Methyl 4-bromo-3-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

A roundbottom flask was charged with methyl 4-bromo-3-methylbenzoate (200 mg, 0.878 mmol), bis(pinacolato)diboron (277 mg, 1.089 mmol), PdCl2(dppf)CH2Cl2 (70 mg, 0.0873 mmol), KOAc (171 mg, 1.75 mmol), and DMSO (10 mL). The reaction was degassed with N2 and heated at 400C for 1 h, 60 0C for 1 h, and then 80 0C for 12 h. The reaction was diluted with EtOAc (25 mL) and hexanes (75 mL) and the organics were washed with water (2 x 25 mL) and brine (50 mL). The organic layer was dried (Na2SO,)), filtered, and concentrated. Purification of the residue by flash chromatography on silica gel (0 to 15% EtOAc/hexanes) afforded methyl 3-meth.yl-4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)benzoate. 1H NMR (500 MHz, CDCl3): delta 7.82 (s, IH)7 7.80 (s, 2H), 3.91 (s, 3H), 2.57 (s, 3H), 1.35 (s, 12H).

The chemical industry reduces the impact on the environment during synthesis Methyl 4-bromo-3-methylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK & CO., INC.; WO2007/81569; (2007); A2;,
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Application of 79669-50-4, The chemical industry reduces the impact on the environment during synthesis 79669-50-4, name is methyl 5-bromo-2-methyl-benzoate, I believe this compound will play a more active role in future production and life.

To a mixture of 13 (1.50 g, 6.60 mmol) and 1, 4-dioxane (25 mL), was added Bis(pinacolato)diboron (1.78 g, 6.90 mmol), Pd(dppf)Cl2 (483.00 mg, 0.66 mmol) and KOAc (1.60 g, 13.20 mmol). The mixture were stirred at 90 oC for 5 h. After cooling to room temperature the mixture were filtered and the solvent was evaporated under reduced pressure. The residue was purification by column chromatography on silica gel to give the yellow solid. Yield 94%. m.p. 80~81 oC. 1H NMR (300 MHz, CDCl3) delta (ppm): 8.36 (s, 1H, ArH), 7.85 (dd, J = 7.60, 1.20 Hz, 1H, ArH), 7.30 (s, 1H, ArH), 3.92 (s, 3H, OCH3), 2.65 (s, 3H, CH3), 1.38 (s, 12H, CH3).

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 5-bromo-2-methyl-benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ji, Dezhong; Zhang, Lingzhi; Zhu, Qihua; Bai, Ying; Wu, Yaoyao; Xu, Yungen; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 334 – 341;,
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Application of 63746-12-3,Some common heterocyclic compound, 63746-12-3, name is Dimethyl 4-aminoisophthalate, molecular formula is C10H11NO4, 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.

According to another aspect, the intermediate compound of formula (III) may be prepared, in accordance with the synthetic process illustrated in Scheme 26 above, according to Method B, as illustrated in Synthetic Scheme [26/METHOD B] below: Scheme 26/Method B. 0 0 0 0 0 Toluene I, 11 2 Tnphosgene NS 0 O O Toluene 0 0- R2NH2 NH O NH R2 MeOH 0 0 0 R3 MeONa-‘-N 10 MeONa I N’ O N 0 H 0 0 O O LiOH gp I N-R2 unto Dioxane/H20 H (III) wherein [R2] is as defined above for Formula [I.]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Dimethyl 4-aminoisophthalate, its application will become more common.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/14384; (2004); A2;,
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Adding a certain compound to certain chemical reactions, such as: 51760-21-5, name is Dimethyl 5-bromoisophthalate, 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 51760-21-5, Application In Synthesis of Dimethyl 5-bromoisophthalate

Step a) 5-Bromo-isophthalic acid monomethyl ester (Acid-7a); 1 M NaOH (1.19 ml, 1.91 mmol) was added to a solution of dimethyl 5-bromoisophthalate (522 mg, 1.91 mmol) in THF (10 ml) and MeOH (10 ml). The mixture was stirred at ambient temperature overnight. Most of solvents were evaporated, 2 M HCl (6 ml) was added and aqueous phase was extracted with EtOAc. The combined organic layers were dried (MgSO4) and evaporated, which gave the title compound (484 mg, 98%) as a white 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, Dimethyl 5-bromoisophthalate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDIVIR AB; LUNDBERG, Stina; AYESA, Susana; BELDA, Oscar; DORANGE, Ismet; ERSMARK, Karolina; HAMMER, Kristin; JOHANSSON, Per-Ola; LINDSTROeM, Stefan; ROSENQUIST, Asa; SAMUELSSON, Bertil; BAeCK, Marcus; KVARNSTROeM, Ingemar; WANGSELL, Fredrik; BJOeRKLUND, Katarina; WO2010/42030; (2010); A1;,
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These common heterocyclic compound, 39149-80-9, name is tert-Butyl 2-bromopropanoate, 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. HPLC of Formula: C7H13BrO2

A.i. Rac-tert-butyl 2-(methylsulfonyl)propanoate:To a suspension of sodium methanesulfmate (15.63 g; 153 mmol) in tBuOH (50 mL) was added at rt and in one portion tert-butyl 2-bromopropionate (23.8 mL, 139 mmol). The mixture was refluxed overnight. The mixture was cooled down at rt and the solvent was removed under reduced pressure. The residue was taken up in EA (200 mL), filtered through Celite and the Celite was rinsed with EA (200 mL). The filtrate was concentrated to dryness to afford the title product as a white solid (28.4 g; 98% yield).1H NMR (d6-DMSO) delta: 4.24 (q, J = 7.2 Hz, 1H); 3.1 1 (s, 3H); 1.45 (s, 9H); 1.40 (d, J = 7.2 Hz, 3H).

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

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; GAUVIN, Jean-Christophe; SURIVET, Jean-Philippe; (136 pag.)WO2015/173329; (2015); A1;,
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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;,
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Related Products of 619-42-1, 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. 619-42-1, name is Methyl 4-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A 50 mL round-bottomed flask, equipped with a gas inlet tube, a refluxcondenser and a magnetic stirring bar was charged with MCM-41-2PPdCl2 (102 mg, 0.05 mmol Pd), aryl halide (5.0 mmol) and HCOONa(7.5 mmol). The flask was flushed with CO. DMF (5 mL) was addedby syringe and a slow stream of CO was passed into the suspension.The mixture was vigorously stirred at 110-130 C for 2-20 h, cooledto room temperature and diluted with diethyl ether (50 mL). Thepalladium catalyst was separated from the mixture by filtration,washed with distilled water (2 × 10 mL), ethanol (2 × 10 mL) and ether(2 × 10 mL) and reused in the next run. The ethereal solution waswashed with water (3 × 20 mL), and dried over anhydrous magnesiumsulfate and concentrated under reduced pressure. The residue waspurified by flash column chromatography on silica gel (hexane-ethylacetate = 10 : 1).

The synthetic route of Methyl 4-bromobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jiang, Jianwen; Wang, Pingping; Cai, Mingzhong; Journal of Chemical Research; vol. 38; 4; (2014); p. 218 – 222;,
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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. 14062-25-0, name is Ethyl 2-(4-bromophenyl)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: Ethyl 2-(4-bromophenyl)acetate

Step 1 :To a solution of ethyl 4-bromophenylacetate (4.5 g, 18.5 mmol) in 40 mL of DMF was added iodomethane (4.03 mL, 64.8 mmol) and sodium t-butoxide (4.45 g, 46.3 mmol). The resulting mixture was stirred at room temperature for 2 h. The reaction was quenched with water, and the mixture was extracted with EtOAc and hexane. The organic layer was separated and washed with saturated sodium bicarbonate solution. The organic layer was separated, dried over MgS04, and concentrated to give ethyl 2-(4-bromophenyl)-2-methylpropanoate (3.64 g, 73%).

The synthetic route of 14062-25-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; SCOTT, Jack, D.; STAMFORD, Andrew, W.; GILBERT, Eric, J.; CUMMING, Jared, N.; ISERLOH, Ulrich; WANG, Lingyan; LI, Wei; WO2011/44187; (2011); A1;,
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