Esters-buliding-blocks

252881-74-6, A common compound: 252881-74-6, name is tert-Butyl 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate, belongs to esters-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Compound C (11.5 mg, 20.2 mumol) and HATU (15.4 mg, 54.7 mumol) were dissolved in DMF (2 mL). DIPEA (35.2 muL, 202 mumol) and tert-butyl 12 amino-4,7,10-trioxadodecanoate (theoretical value 80%) (14.0 mg, ?40.3 mumol) were added to the obtained solution, and the obtained mixture was stirred in an argon atmosphere overnight at room temperature. The solvent was removed in a vacuum, and the residue was refined via HPLC (ODS-C18, A (water and 0.1% TFA):B (CH3CN and 0.1% TFA)=99:1 to 1:99; 20 minutes) to obtain a tert-butyl ester constituting Compound D in the form of a red amorphous solid (LRMS (ESI+): calculated [M+H]+ value: 827; measured value: 827).

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, tert-Butyl 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE UNIVERSITY OF TOKYO; Urano, Yasuteru; Nagano, Tetsuo; Asanuma, Daisuke; Hirose, Kenzo; Namiki, Shigeyuki; Takaoka, Yousuke; (28 pag.)US9784732; (2017); B2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 105-76-0, name is Dibutyl maleate, molecular formula is C12H20O4, 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. 105-76-0

Example 2 Preparation of 3,6-dimethyl-2(3H)-benzofuranone by Means of Dehydrogenation Using Dibutyl Maleate as Hydrogen Acceptor A mixture of 1000 g of 5,6-dihydro-3,6-dimethyl-2(4H)-benzofuranone, 2000 ml of dibutyl maleate and 50 g of palladium-on-charcoal, 5% by weight, was heated for approx. 3 hours at 170 C. in an autoclave under autogenous pressure. After filtration, the product was purified by fractionating on an 80 cm packed column. Approx. 735 g of pure 3,6-dimethyl-2(3H)-benzofuranone were obtained at a b.p. of approx. 90 C. at 1 mbar.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 105-76-0, its application will become more common.

Reference:
Patent; Haarman & Reimer GmbH; US6391365; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 2033-24-1, name is 2,2-Dimethyl-1,3-dioxane-4,6-dione, 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. 2033-24-1

The Meldrum’s acid [1] (50.0 g, 347 mmol) and trimethyl orthoformate [2] (184 g) were charged into a 500 mL four-necked flask and heated under reflux for 1 hour. After completion of the reaction, the solvent was removed by an evaporator, and the crude product was recrystallized in a hexane / tetrahydrofuran mixed solvent to give 43.7 g of the compound [66] (yield: 68%).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2033-24-1.

Reference:
Patent; NISSAN CHEMICAL INDUSTRIES, LTD.; MINAMI, SATOSHI; (157 pag.)TWI588139; (2017); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

25597-16-4, 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. 25597-16-4, name is Ethyl 4,4,4-trifluorocrotonate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[1051] A mixture of 5-bromo-2-hydroxy-3-methoxybenzaldehyde (1.40 g, 6.51 mmole), K2C03 (1. 80 G, 13.02 mmole), triethylamine (2.63 g, 26.05 mmole), and ethyl 4,4, 4- trifluorocrotonate (4.38 g, 26.05 mmole) in anhydrous DMSO (5.0 mL) was heated to 90 C under a dry N2 atmosphere for 18 hrs. The contents were poured into 2.4 N HCL (50 ml) and extracted with EtOAc (2 X 100 mL). The combined extracts were washed with brine (100 mL), dried over MGS04, filtered and concentrated in vacuo to give a dark yellow oil which was subject to flash chromatography (silica gel) and eluted with 10% EtOAc in hexanes to give a yellow solid (1.6 g, 68%). GCMS 7N/Z 364.0 (M+). H NMR (CDC13/400 MHz) 7.59 (s, 1H), 7.27 (s, 1H), 7.16 (s, 1H), 5.70 (q, 1H, J=7. 0 Hz), 4.29 (m, 2H), 2.19 (s, 3H), 1.32 (m, 3H).

The synthetic route of 25597-16-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACIA CORPORATION; WO2004/87686; (2004); A2;; ; Patent; PHARMACIA CORPORATION; WO2004/87687; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 37466-90-3 name is Ethyl 3,4-diaminobenzoate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 37466-90-3

General procedure: Compound 3 (10 mmol) was dissolved in ethylene glycol (50 mL) andthen compound 2 (10 mmol) and a small amount of polyphosphoricacid were added to the stirred solution which was then refluxed forseveral hours (the reaction was monitored by TLC). On completion ofthe reaction, the mixture was poured into ice water. The solution wastreated with 30% sodium hydroxide to slight alkalinity (pH = 9). Theprecipitated solid was filtered off, recrystallised from ethanol anddried in vacuo to give compound 4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 3,4-diaminobenzoate, and friends who are interested can also refer to it.

Reference:
Article; Wang, Xinying; Liu, Yizhou; Xu, Juan; Jiang, Fanwei; Kang, Congmin; Journal of Chemical Research; vol. 40; 10; (2016); p. 588 – 590;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 584-74-7 name is Ethyl 2-fluorophenylacetate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 584-74-7

At -78 C., DIBAL-H (1 M in toluene, 125 ml, 0.125 mol) was added dropwise to a solution of ethyl 2-fluorophenylacetate (22.7 g) in toluene (90 ml). After the addition, the mixture was stirred at this temperature for another 3 hours, and MeOH (90 ml) was then added dropwise. The suspension was poured into hydrochloric acid (2 M, 400 ml) and extracted with MTBE (3¡Á300 ml). The combined organic phases were dried over sodium sulfate and concentrated. This gave 16.2 g of the desired product as a colorless oil (94%). 1H NMR (300 MHz, CDCl3) delta 9.76 (s, 1H), 7.34-7.07 (m, 4H), 3.73 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2-fluorophenylacetate, and friends who are interested can also refer to it.

Reference:
Patent; BASF SE; US2011/172097; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

148547-19-7, A common heterocyclic compound, 148547-19-7, name is Methyl 4-bromo-3-methylbenzoate, molecular formula is C9H9BrO2, 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.

N2Protected, 4-bromo-3-methylbenzoate (5mmol, 1.15g), 4- methoxycarbonyl phenyl boronic acid (5.1mmol, 0.92g), CsF (20mmol, 3.0g), a 100ml three-necked flask the Pd catalyst was added 5% (0.3 ~ 0.5g), 50ml of anhydrous THF as solvent, 67 deg.] C under reflux. after the reaction, the product was isolated by silica gel column chromatography (petroleum ether, dichloromethane) to give a pink solid 1.05g yield 74%

The synthetic route of Methyl 4-bromo-3-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Normal University; Dong, Yubin; Hu, Yuhong; Wang, Jiancheng; (12 pag.)CN106432087; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 344-14-9, name is Dimethyl 2-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 344-14-9, 344-14-9

A. Preparation of 5-Fluoro-4,6-dihydroxy-2-pyrimidineamine (3) Sodium (257 mg, 11 mmol) was dissolved in absolute ethanol (50 ml) with stirring under argon. When the sodium had thoroughly dissolved, guanidine hydrochloride (2) (502 mg, 5 mmol) and diethyl fluoromalonate (1) (790 mg, 4.4 mmol) were added. The solution was left to stir at room temperature overnight. A condenser was then attached to the flask and the solution was refluxed under argon for 4.5 hours. The solution was cooled to room temperature and concentrated. The residue was redissolved in 20 ml hot H2 O and acidified to pH 4. The mixture was cooled on ice and the precipitate was collected, yielding (3) as a peach colored solid (618 mg, 96%): MS (70 eV, EI)m/z (relative intensity) 146(M+, 100), 18 (95), 172 (26), 17 (24), 300 (21); IR (mull, cm-1) 3363, 1695, 1601, 1420, 1208, 677, 666; UV (MeOH, nm) 206(3,840), 235(3,380), 270(11,600). Exact Mass Calcd for C4 H4 N3 O2 F: 146.0366. Found: 146.0371.

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

Reference:
Patent; The Upjohn Company; US5373012; (1994); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A common heterocyclic compound, 680-65-9, name is Diethyl difluoromalonate, molecular formula is C7H10F2O4, 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. 680-65-9.

Step 1: Procedure for preparation of Compound 9bTo a solution of NH3/MeOH (sat., 50 mL) was added compound 9a (5 g, 25.5 mmol) at -78 C and stirred at this temperature for 2 h. Then the reaction mixture was allowed to warm to room temperature slowly and stirred overnight. The reaction mixture was concentrated under reduced pressure to dryness to give compound 9b (3.3 g, 94%) as a white solid.1H NMR (DMSO-dtf 400 MHz): delta 8.24 (br, 2H), 8.09 (br, 2H).

The synthetic route of Diethyl difluoromalonate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DILLARD, Lawrence W.; YUAN, Jing; LEFTHERIS, Katerina; VENKATRAMAN, Shankar; WU, Guosheng; JIA, Lanqi; XU, Zhenrong; CACATIAN, Salvacion; MORALES-RAMOS, Angel; SINGH, Suresh; ZHENG, Yajun; WO2011/106414; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

927-68-4, The chemical industry reduces the impact on the environment during synthesis 927-68-4, name is 2-Bromoethyl acetate, I believe this compound will play a more active role in future production and life.

Step D2-azidoethyl acetateN3^0AC [00269] A mixture of 2-bromoethyl acetate (500 muIota, 4.54 mmol) in N,N-dimethylformamide (DMF) (2.0 mL) was treated with sodium azide (295 mg, 4.54 mmol) and then heated to 70 C for 2 hours. The mixture was diluted with water and then extracted with ether. The extracts were washed with water, then brine, dried over sodium sulfate, filtered and concentrated to afford the title compound as a colorless liquid. 1H NMR (400 MHz, CHLOROFORM-d) d = 4.29 – 4.19 (m, 2 H), 3.53 – 3.44 (m, 2 H), 2.1 1 (s, 3 H).

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

Reference:
Patent; GLAXOSMITHKLINE LLC; DE LA ROSA, Martha Alicia; HAYDAR, Simon, N.; JOHNS, Brian Alvin; VELTHUISEN, Emile Johann; WO2012/102985; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics