Month: August 2021

Adding a certain compound to certain chemical reactions, such as: 1190-39-2, name is malonic acid dibutyl ester, 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 1190-39-2, Formula: C11H20O4

General procedure: According to the literature procedure,10e a 250 mL, two-necked, round-bottomed flask was charged with diethyl malonate (40.0 mmol), water (40.0 mmol), and ethanol (45 mL), the mixture was stirred in 40 C oil bath for 2 h. After that, a solution of potassium tert-butoxide (40.0 mmol) in ethanol (45 mL) was added slowly over 30 min. After completion of addition, the reaction mixture was stirred in 40 C oil bath until consumption of the starting material (monitored by GC analysis). After removing the ethanol solvent by slow evaporation on rotary evaporator, 20 ml diethyl ether was added. The resulting solid was collected by filtration, washed sequentially with 1:1 mixture of diethyl ether and ethanol (5 mL×2) and diethyl ether (10 mL×3), transferred to a round-bottomed flask and dried under vacuum at 50 C for 10 h to provide ethyl potassium malonate in 85% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, malonic acid dibutyl ester, and friends who are interested can also refer to it.

Reference:
Article; Feng, Yi-Si; Wu, Wei; Xu, Zhong-Qiu; Li, Yan; Li, Ming; Xu, Hua-Jian; Tetrahedron; vol. 68; 9; (2012); p. 2113 – 2120;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 6091-64-1, The chemical industry reduces the impact on the environment during synthesis 6091-64-1, name is Ethyl 2-bromobenzoate, I believe this compound will play a more active role in future production and life.

A mixture of bromide 2-bromo-benzoic acid ethyl ester (19.3 g, 84 mmol), 2,5-bis-tributylstannanyl-thieno[3,2-b]thiophene (20.2 g, 28 mmol) and anhydrous N,N-dimethylformamide (200 cm3) is degassed by nitrogen for 30 minutes. To the mixture is added bis(triphenylphosphine) palladium(II) chloride (990 mg, 1.4 mmol) and the mixture further degassed for 5 The mixture is then heated at 100 C. for 17 hours. After cooling, the mixture is poured into water (500 cm3), extracted with dichloromethane (3×300 cm3) and the combined organics dried over anhydrous magnesium sulfate, filtered and the solvent removed in vacuo. The crude product is purified by column chromatography (gradient from 40-60 petrol to dichloromethane) to give 1,1?-diethyl ester 2,2?-thieno[3,2-b]thiophene-2,5-diylbis-benzoic acid (9.44 g, 76%). MS (m/e): 436 (M+, 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, Ethyl 2-bromobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GMBH; Mitchell, William; D’Lavari, Mansoor; Wang, Changsheng; Tierney, Steven; Sparrowe, David; (59 pag.)US9695190; (2017); B2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 36692-49-6, name is Methyl 3,4-diaminobenzoate, This compound has unique chemical properties. The synthetic route is as follows., category: esters-buliding-blocks

In a similar manner as described in [1], a solution of amine 2 (1.46 g, 4.20 mmol) in 15 mL MeCN (abs.) was added dropwise at 0 C to a solution of 1,1?-thiocarbonyl diimidazole (1.12 g, 6.30 mmol) and imidazole (94 mg, 1.39 mmol) in 25 mL MeCN (abs.). The reaction mixture was stirred for 1 h at rt. Methyl 3,4-diaminobenzoic acid (1.05 g, 6.30 mmol) was dissolved in 10 mL MeCN (abs.) and added dropwise to the reaction mixture. The solution was stirred for 4 h at 50 C and at rt overnight. The solvent was evaporated at low pressure and the residue purified by column chromatography (n-hexane/ethylacetate 1:1 ? ethyl acetate), yielding 1.83 g (79%) of the product compound as ayellow foam.

According to the analysis of related databases, 36692-49-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Danneberg, Friederike; Ghidini, Alice; Dogandzhiyski, Plamena; Kalden, Elisabeth; Stroemberg, Roger; Goebel, Michael W.; Beilstein Journal of Organic Chemistry; vol. 11; (2015); p. 493 – 498;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 7424-91-1, These common heterocyclic compound, 7424-91-1, name is Methyl 3,3-dimethoxypropanoate, 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 4: Preparation of methyl 3-methoxyprop-2-enoate The reaction was carried out analogously to example 2 using 5 g (content 99percent, 34 mmol) of pure-distilled methyl 3,3-dimethoxypropionate and 47 mg (0.27 mmol) of sulfanilic acid (Fluka). The resulting crude product had a content of 92percent (GC) of methyl 3-methoxyprop-2- enoate.

Statistics shows that Methyl 3,3-dimethoxypropanoate is playing an increasingly important role. we look forward to future research findings about 7424-91-1.

Reference:
Patent; LONZA AG; WO2009/56293; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 2475-80-1, 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. 2475-80-1, name is Methyl 2-amino-5-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Methyl 2-amino-5- (methyloxy) benzoate (20.22 g, 0.112 mol) was dissolved in toluene in a 500 mL single neck flask,Triethylamine (22.58 g, 0.223 mol) was addedIsopropylsulfamoyl chloride (16.82 g, 0.117 mol),80 reaction 1h.The reaction was completed, extracted with water, the organic phase was collected, the aqueous phase was extracted with ethyl acetate, the combined organic phase was washed with saturated sodium bicarbonate,And dried over anhydrous sodium sulfate,The solvent was distilled off under reduced pressure to give 29.50 g of methyl 5- (methyloxy) -2 – ((N-isopropylsulfonyl) amino) benzoate in a yield of 91.7%.

The chemical industry reduces the impact on the environment during synthesis Methyl 2-amino-5-methoxybenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Guizhou University; Yue Yi; Zhao Chunshen; Zhou Zhixu; Liu Li; Huang Zhuyan; Teng Minggang; (14 pag.)CN106478548; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 27741-65-7, A common heterocyclic compound, 27741-65-7, name is Ethyl 2-cyclobutylideneacetate, molecular formula is C8H12O2, 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.

General procedure: In a 5 mL microwave vial containing alpha,beta-unsaturated ethyl ester (100mg, 1.00equiv), boronic ester (2.00 equiv), potassium carbonate (2.00 equiv) and [RhOH(COD)]2 (0.05 equiv) was added 2% wt. TPGS-750-M solution in water (3 mL). The mixture was stirred vigorously at ambient temperature for the indicated time. The reaction mixture was then extracted with ethyl acetate. The organic phase was subsequently dried over MgSO4, filtrated and reduced under vacuum. The crude product was purified by column chromatography on silica (eluent: 0-10% methanol in dichloromethane) to yield the desired product.

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:
Article; Linsenmeier, Anna M.; Braje, Wilfried M.; Tetrahedron; vol. 71; 38; (2015); p. 6913 – 6919;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 51175-79-2,Some common heterocyclic compound, 51175-79-2, name is Methyl 1-bromocyclobutanecarboxylate, molecular formula is C6H9BrO2, 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 46; Preparation of intermediate l-(4-chloro-2-formyl-phenoxy)-cyc Io butanecarboxylic acid methyl ester; M.W. 268.70 C13H13C1O4A mixture of 5-chloro-2-hydroxy-benzaldehyde (10 g, 64 mmol), 1-bromo- cyclobutanecarboxylic acid methyl ester (15 g, 77 mmol), K2CO3 (13 g, 94 mmol) in DMF (100 mL) was heated at 140 0C for 1.5 h. Then the mixture was partitioned between ethyl acetate and water, the organic layer was washed with water 4 times, dried over anhydrous Na2SO4, concentrated to give crude product as dark oil (18 g ).

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Li; HAN, Xingchun; YANG, Song; ZHANG, Zhuming; WO2010/121995; (2010); 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. 653-92-9, name is Methyl 2-bromo-4-fluorobenzoate, A new synthetic method of this compound is introduced below., Safety of Methyl 2-bromo-4-fluorobenzoate

EXAMPLE 18AMETHYL 4-FLUORO-2-PHENETHYLBENZOATEMethyl 2-bromo-4-fluorobenzoate (1.00 g), (E)-styrylboronic acid (0.89 g), tetrakis(triphenylphosphine)palladium(0) (0.50 g), and K3PO4 (2.28 g) were stirred in dioxane (17 mL) at 90 C. for 24 hours. The reaction mixture was chromatographed on silica gel with 1-5% ethyl acetate/hexanes. The product in methanol (10 ml) was added to 20 wt % of fresh dry 5% Pd-C and stirred 4 days with H2 in a pressure bottle. The mixture was filtered through a nylon membrane and concentrated.

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; ABBOTT LABORATORIES; US2010/184750; (2010); 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. 54810-63-8, name is Methyl 2-chloro-5-methoxybenzoate, A new synthetic method of this compound is introduced below., Computed Properties of C9H9ClO3

At -10C to -5C in anhydrous THF (200 mL)Methyl 2-chloro-5-methoxybenzoate EEE-1 (4.55 g, 22.7 mmol)LiAlH4 (1.72 g, 45.4 mmol) was added portionwise to the solution.Increase the temperature to 0 C. After addition, the reaction was stirred at 0 C for 2 hours.The reaction mixture was quenched with 5% NaOH.The reaction mixture was filtered through a pad of Celite. Add THF to the diatomaceous earth block(100 mL) and EtOAc (100 mL) and stir at 25 C for 0.5 h.The mixture was filtered and the combined organic layers were dried over Na2SO4 and concentrated to provide crude EEE-2 (4.5 g) as a colorless oil and used directly in the next step.

The synthetic route of 54810-63-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; KUMPF, ROBERT ARNOLD; MCALPINE, INDRAWAN JAMES; MCTIGUE, MICHELE ANN; PATMAN, RYAN; RUI, EUGENE YUANJIN; TATLOCK, JOHN HOWARD; TRAN-DUBE, MICHELLE BICH; WYTHES, MARTIN JAMES; (445 pag.)TW2018/2074; (2018); A;,
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. 55666-43-8, name is tert-Butyl 3-bromopropanoate, A new synthetic method of this compound is introduced below., Safety of tert-Butyl 3-bromopropanoate

NaH (25.1 mg, 60%, 0.63 mmol) and then tert-butyl 3-bromopropanoate (69.7 uL, 0.42 mmoL) was added to 5-morpholino-3-(quinolin-3-yl)pyrazolo[l,5-a]pyrimidin-7- amine (72.3 mg, 0.21 mmoL) in DMF (3 mL). The mixture was stirred at room temperature until LCMS indicated complete conversion. The reaction mixture was diluted with Sat. NH4C1 and then extracted with ethyl acetate (x2). The combined organic layers were washed with brine and dried with Na2SC»4. Evaporation of solvent afforded the crude tert-butyl 3-(5- morpholino-3-(quinoIin-3-yl)pyrazolo[l,5-a]pyrimidin-7-ylamino)propanoate. The crude ester was heated with 4N HC1 (4 mL) and 1, 4-dioxane (4 mL) at 50C for 3h. Concentration provided 3-(5-morpholino-3-(quinolin-3-yl)pyrazolo[lf5-a]pyrimidin-7-ylamino)propanoic acid. LCMS tR = 1.30 Min (5 min run, UV 2s4nm)- Mass calculated for, M+ 18.1, observed LC/MS m/z 419.2 (M+H).

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; SCHERING CORPORATION; MENG, Zhaoyang; REDDY, Panduranga Adulla, P.; SIDDIQUI, M. Arshad; MANDAL, Amit, K.; LIU, Duan; ZHAO, Lianyun; MCRINER, Andrew; WO2012/27234; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics