Month: October 2020

26218-04-2, The chemical industry reduces the impact on the environment during synthesis 26218-04-2, name is 2-Ethylhexyl 4-aminobenzoate, I believe this compound will play a more active role in future production and life.

b. N,N’-Bis[4-(2-ethylhexyl)oxycarbonylphenyl]benzamidine (3) was prepared from 2-ethylhexyl 4-aminobenzoate and alpha,alpha,alpha-trichlorotoluene; viscous, gold oil: 1 H-NMR (CDCl3) 7.9-6.8 (m, 14H), 4.1 (d, 4H, J=4 Hz), 1.9-0.8 (m, 30H); IR (Neat) 3330, 1710, 1585; MS (m/e) 584 (M+), 336 (base).

The chemical industry reduces the impact on the environment during synthesis 2-Ethylhexyl 4-aminobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Givaudan Corporation; US5011628; (1991); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

154825-97-5, Name is Methyl 2-(4-bromophenyl)-2,2-dimethylacetate, 154825-97-5, 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.

General procedure: A mixture of bromobenzene (10 g, 63.6 mmol), acetic acid (5.76 g, 96 mmol), methylamine (3.0 g-100% basis, 95.5 mmol) of 40% solution, and Cu powder (2.01 g) followed by DMF (20 mL) was heated at reflux in a 100 mL round bottom flask for 9 h. The mixture was cooled to rt, dichloromethane (200 mL) was added and then filtered to remove Cu powder. The filtrate was washed with water (200 mL) and dried over sodium sulphate and concentrated under reduced pressure. Crude sample thus obtained was purified by column chromatography (silica gel, ethyl acetate/petroleum ether, 5:95) to give N-methyl aniline (3.74 g, 55%, 1c).

Statistics shows that Methyl 2-(4-bromophenyl)-2,2-dimethylacetate is playing an increasingly important role. we look forward to future research findings about 154825-97-5.

Reference:
Article; Siddegowda, Maravanahalli S.; Yathirajan, Hemmige S.; Ramakrishna, Ramesha A.; Tetrahedron Letters; vol. 53; 39; (2012); p. 5219 – 5222;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A common compound: 10047-10-6, name is Methyl 2-aminopentanoate hydrochloride, 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. 10047-10-6

EXAMPLE 11 Synthesis of METHYL N-F (4 -IODOBIPHENYL-4-YL) CARBONYLL-L-LEUCYLNORVALINATE Methyl N [ (4′-iodobiphenyl-4-yl) carbonyl]-L-leucinate (22.5 g, 50 mmoles) in 100 mL of tetrahydrofuran, 40 ML of methanol and 10 mL of water is treated with a suspension of lithium hydroxide monohydrate (3.15 g, 75 mmoles) in 20 mL of boiling water. The reaction was stirred until completion as judged by TLC. Reaction was carefully adjusted to pH 4 approximately by addition of 1 N HCl and most of the solvents were removed under reduced pressure. The concentrated suspension was diluted with dichloromethane (200 ML) and 1 N HCl (150 ML). The phases were separated and the aqueous phase was washed with dichloromethane (150 mL). The combined organic layers were dried over magnesium sulfate and concentrated under reduced pressure. The residue was dissolved in DIMETHYLFORMAMIDE (100 mL) and treated with racemic norvaline hydrochloride (8.6 g, 51 moles) followed by HATU (19.6 g, 51 mmoles). After one minute, triethylamine (17.5 mL, 125 mmoles) was added and the reaction stirred overnight. The reaction medium was diluted with ethyl acetate (300 ML), diethyl ether (100 ML) and IN hydrochloric acid (300 ML). The phases were separated and the organic phase was washed with 0.1 N hydrochloric acid (200 mL), two 200-ML portions of water and brine (100 ML). The organic phase was dried over magnesium sulfate and concentrated under reduced pressure to obtain a solid which was purified by trituration in ether.

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, 10047-10-6, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK FROSST CANADA & CO.; WO2005/28424; (2005); A1;,
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 23786-14-3 as follows. 23786-14-3

Methyl bromo(4-methoxyphenyl)acetate; A mixture of 13.4 g (74.4 mmol) of methyl (4-methoxyphenyl)acetate, 13.9 g (78.1 mmol) of Lambda/-bromosuccinimide and a catalytic amount of AIBN in tetrachloromethane (120 ml) was heated under reflux with stirring for 2 h. The cooled reaction solution was filtered and the solvent was removed in vacuo. Yield: 18.98 g (98%) of yellow oil1H-NMR (CDCI3): 3.78 (s, 3H), 3.81 (s, 3H), 5.35 (s, 1 H), 6.88 (d, 8.7 Hz, 2H), 7.48(d. 8.7 Hz, 2H).MS (API-ES,pos) m/z = 179 [M+H-Br]+

According to the analysis of related databases, 23786-14-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT GMBH & CO. KG; WO2008/25736; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A common compound: 1559-02-0, name is Diethyl 1,1-cyclopropanedicarboxylate, 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. 1559-02-0

Example 91 2″-amino-6′-(5-chloropyrid-3-yl)-l”-methyldispiro[cyclopropane-l,3′-chroman-4′,4″- imidazol]-5′(l’H)-oneStep A: A mixture of diethyl cyclopropane-l,l-dicarboxylate (14.1 mL, 80.6 mmol) and lithium tri-tert- butoxyaluminohydride (201.4 mL, 201.4 mmol) was heated to reflux in THF for 3 hours. The mixture was cooled down and partitioned between water and EtOAc. The organics were washed with water, brine and dried with Na2S04. This was concentrated down and then purified on a column using 10 to 50% EtOAc:hexanes to give ethyl l-(hydroxymethyl)cyclopropanecarboxylate (1.5 g, 10.4 mmol, 12.9%) as an 12.9%) as an oil.

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, 1559-02-0, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRAY BIOPHARMA INC.; HUNT, Kevin, W.; RIZZI, James, P.; COOK, Adam; WO2011/72064; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

3469-00-9, 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. 3469-00-9, name is Methyl Diphenylacetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 13: Preparation of 3-(S) – methyl- 2,2- diphenyl-2 -( 1-tosyl pyrrolidin -3- yl) acetate:2,2-diphenyl acetic acid methyl ester (22.6 grams) was added to a stirred suspension of sodium hydride (4 grams of a 60% suspension in oil) in anhydrous toluene (250 ml). The mixture was heated to 55-600C and stirred for 1 hour. The reaction mixture was cooled to 25-300C and 3-(S)-I -tosyl-3-tosyloxypyrrolidine (39.5 grams) was added to the above mixture in portions and the mixture was heated to reflux temperature. The reaction mixture was stirred for 3 hours at reflux temperature. The reaction mixture was cooled to 25-30C and quenched with methanol. The organic layer was washed with 5% aqueous sodium hydroxide then dried with sodium sulphate. Distilled off the toluene under reduced pressure to get solid. The obtained solid was purified by using ethyl acetate to give title compound as crystalline solid.Yield: 25 grams; M.R: 183-186C

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

Reference:
Patent; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; VENKATESH, Mummadi; WO2008/126106; (2008); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

4385-35-7, These common heterocyclic compound, 4385-35-7, name is 3-Isochromanone, 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. o-[(carboxymethyl)benzyl]triphenylphosphonium bromide. 3-Isochromanone (30 g), Mann, F. G. and Stewart, F. H., Journal of the Chemical Society 2819 (1954) is added with swirling to 150 ml of hydrobromic acid (48%) at 80 C. The resulting mixture is then heated on a steam bath with occasional swirling for 10 min and thereafter poured into a mixture of crushed ice and water (750 g). The resulting mixture is then extracted with ethyl acetate and the ethyl acetate extracts washed with a mixture of water and brine (1:1) and dried over magnesium sulfate. Concentration under reduced pressure yields a residue of crude o-(bromomethyl)phenylacetic acid. (Crystallization of the crude product from methylene chloride yields a product with melting point 130-131 C. and a C:H ratio of 46.90:4.09).

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 4385-35-7.

Reference:
Patent; The Upjohn Company; US4281113; (1981); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A common heterocyclic compound, 105-53-3, name is Diethyl malonate, molecular formula is C7H12O4, 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. 105-53-3.

A solution of Malonate 2.2 (1 eq) and acid (trifluoroacetic acid) (0.1 eq.) was prepared in acetonitrile (5 volumes) and was added slowly at a rate such that the internal temperature never exceeded 25 C. (time of addition=10-15 minutes). The reaction was complete in two hours at room temperature and achieve an in-solution conversion of 76%

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

Reference:
Patent; OptMed, Inc.; Gondi, Vijaya Bhasker; Reid, John Gregory; US2013/197263; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

89-91-8, 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 89-91-8 as follows.

j00471j A mixture of(4-chloro-3-fluorophenyl)methanamine (2.0 g, 12.5 mmol) and methyl 2,2- dimethoxyacetate (3.4 g, 25.1 mmol) was stirred at 140 C for 1 hour in microwave. On completion, the reaction was diluted with dichloromethane (200 mL) and concentrated under reduced pressure togive compound B-100 (4.9 g, crude) as a yellow gum. LCMS (B): tR = 0.665 mm., (ES) mlz (M+H)=262.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 89-91-8, and friends who are interested can also refer to it.

Reference:
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; McRINER, Andrew, J.; (267 pag.)WO2017/69980; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

2318-25-4, Adding a certain compound to certain chemical reactions, such as: 2318-25-4, name is Ethyl 3-ethoxy-3-iminopropionate hydrochloride, 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 2318-25-4.

To 3-amino-2-chloro-pyridine 1k1 (964 mg, 7.5 mmol, 1 eq) was added imidate 1g2 (1.47 g, 7.5 mmol, 1 eq) in ethanol (15 mL) under a N2 atmosphere. The mixture was stirred at RT for 24 h at which point the reaction was concentrated and purified directly on a silica gel column (eluent: EtOAc/Hexanes (1:9)) to afford adduct 1k2 (1.54 g, 76percent) as a clear oil

According to the analysis of related databases, 2318-25-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2006/19905; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics