Esters-buliding-blocks

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. 64123-77-9, name is Methyl 2-(3-fluorophenyl)acetate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 2-(3-fluorophenyl)acetate

Intermediate 99: Methyl 2-chlorosulfonyl-5-fluorophenylacetate Methyl 3-fluorophenylacetate (1.51g) was added dropwise to chlorosulphonic acid (7mL) with stirring and ice cooling. The cooling bath was removed and the mixture was allowed to warm to room temperature and left to stand for 16 hours. The mixture was added toa mixture of ice and ethyl acetate and the organic layer was separated, washed with water, dried (MgSO4) and filtered. The filtrate was concentrated in vacuo and the residue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane, with a gradient of 0-20%, to give methyl 2-chlorosulfonyl-5-fluorophenylacetate (1.42g) as a white solid.j00636j ?HNMR(CDC13) : 8.16 (1H, dd), 7.29-7.16 (2H, m), 4.19 (2H, s), 3.76 (3H, s).

The synthetic route of 64123-77-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZAFGEN, INC.; PALLIN, Thomas, David; CRAMP, Susan, Mary; DYKE, Hazel, Joan; ZAHLER, Robert; WO2014/71369; (2014); A1;,
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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. 2318-25-4, name is Ethyl 3-ethoxy-3-iminopropionate hydrochloride, A new synthetic method of this compound is introduced below., SDS of cas: 2318-25-4

Step 1: Ethyl 2-benzimidazol-2-ylacetate A solution of 1,2-phenylenediamine (1.0 equivalent) and ethyl 3-ethoxy-3-iminopropanoate hydrochloride (1.3 equivalents) in ethanol was stirred at 90¡ã C. overnight. The reaction was cooled to room temperature and the solvent was removed in vacuo. Water and CH2Cl2 were added to the residue. The organic layer was separated, dried over Na2SO4 and the solvent removed. The solid recovered was used without purification. LC/MS m/z 205.2 (MH+), Rt 1.44 minutes.

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; CHIRON CORPORATION; US2005/256157; (2005); A1;; ; Patent; Chiron Corporation; US2005/261307; (2005); A1;,
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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. 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H9BrO2

General procedure: A solution of TMSCl (3 mol%) in anhyd 1,4-dioxane (1 mL) wasadded to a suspension of Zn dust (2 equiv) in anhyd 1,4-dioxane(3 mL), and the resulting suspension was refluxed with vigorousstirring for 25 min. The appropriate nitrile (2 mmol) in dry 1,4-dioxane (1 mL) and ethyl (E)-4-bromobut-2-enoate (12; 2equiv) in dry 1,4-dioxane (1 mL) were simultaneously addeddropwise to the refluxing suspension during 10 min by usingtwo syringes. The resulting light-green mixture was refluxeduntil all the starting material was consumed and the colorchanged to brown (TLC; 3-6 h). The mixture was cooled to r.t.then centrifuged (700 rpm). The upper solution was decantedand the remaining solid was washed with 1,4-dioxane (4 ¡Á 1mL). The 1,4-dioxane solutions were combined and concentratedto about 1 mL under reduced pressure in a rotatory evaporator.The residue was treated with 50% aq K2CO3 until the pHreached 13 (~5 mL). The resulting mixture was stirred for 30min at r.t. (30 C) then diluted with CH2Cl2 (10 mL) and H2O (10mL). The organic layer was separated, washed sequentially withH2O (2 ¡Á 10 mL) and brine (10 mL), dried (Na2SO4), and evaporatedunder reduced pressure to give a crude product that waspurified by column chromatography [silica gel (100-200 mesh);15-60% EtOAc-hexane].

According to the analysis of related databases, 37746-78-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Rao, H. Surya Prakash; Muthanna, Nandurka; Padder, Ashiq Hussain; Synlett; vol. 29; 12; (2018); p. 1649 – 1653;,
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Electric Literature of 169044-96-6, 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. 169044-96-6 name is Methyl 2-amino-5-bromo-4-methoxybenzoate, 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.

Step 3: 6-Bromo-7-methoxyquinazoiine-2,4( lH,3H)-dioneTo a stirred suspension of methyl 2-amino-5-bromo-4-methoxybenzoate (5.5 g, 0.021 mol) in acetic acid (25 mL) was added 0.1 M aqueous solution of potassium cyanate (7.49 g, 0.10 mol) dropwise at room temperature. The reaction mixture was stirred at 50C for 24 h. The solid separated was filtered, washed with water (20 mL) followed by 10% EtOAc in hexane (50 mL) and dried under vacuum to afford the corresponding urea.To the stirred suspension of the above urea in methanol (20 mL) was added 2N sodium hydroxide (10 mL). The reaction mixture was stirred at 90C for 1 h. The mixture was cooled to room temperature, acidified with 3M hydrochloric acid to pH 3. The solid obtained was filtered and dried under vacuum to afford the title compound as white solid (3.5 g, 61% yield). *H NMR (400 MHz, DMSO-d6) : delta 11.29 (s, 1H), 11.18 (S, 1H), 7.94 (S, 1H), 6.74 (s, 1H), 3.90 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-amino-5-bromo-4-methoxybenzoate, and friends who are interested can also refer to it.

Reference:
Patent; ASANA BIOSCIENCES, LLC; THOMPSON, Scott, K.; SMITH, Roger, A.; REDDY, Sanjeeva; JOHN, Tyler, M.; NYAVANANDI, Vijay, Kumar; SUBRAMANYA, Hosahalli; POTLURI, Vijay; PANIGRAHI, Sunil, Kumar; NADIPALLI, Prabhakara, Rao; SENGUPTA, Saumitra; WO2014/169167; (2014); A1;,
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These common heterocyclic compound, 29547-04-4, name is Methyl 2,4-dibromobutanoate, 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. Safety of Methyl 2,4-dibromobutanoate

A solution of N;,N2-dibenzylethane- 1 ,2-diamine (1.0 eq), methyl 2,4-dibromobutanoate (1.1.0 eq) and Et3N (3.0 eq) in DCM (0.77 M) was stirred in a sealed tube at 60 C fo 16 h. The mixture was diluted with DCM, washed with sat. aq. NaHC03, brine, dried and concentrated. The residue was purified by flash chromatography (petroleum ether/EtOAc from 90: 10 to 0: 100) to give the title compound (57%) as an oil. MS (ES+) m/z 339 (M+H)+.

The synthetic route of Methyl 2,4-dibromobutanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRBM SCIENCE PARK S.P.A.; C.N.C.C.S. S.C.A.R.L. COLLEZIONE NAZIONALE DEI COMPOSTI CHIMICI E CENTRO SCREENING; BIANCOFIORE, Ilaria; CIAMMAICHELLA, Alina; FERRIGNO, Federica; HARPER, Steven; MALANCONA, Savina; ONTORIA ONTORIA, Jesus Maria; PAONESSA, Giacomo; PONZI, Simona; SUMMA, Vincenzo; (143 pag.)WO2018/115275; (2018); A1;,
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Electric Literature of 117324-05-7,Some common heterocyclic compound, 117324-05-7, name is Ethyl 2-amino-4-fluorobenzoate, molecular formula is C9H10FNO2, 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 total of 3.84 g of 2-amino-4-fluoro-benzoic acid ethyl ester obtained in Production Example II-7-a was dissolved in 50 ml of pyridine, 1.64 ml of acetyl chloride was added under ice-cooling, and the mixture was stirred for 1 hours. The reaction mixture was diluted with water and was extracted with diethyl ether. The resulting organic layer was washed with 1 N hydrochloric acid and brine, dried over magnesium sulfate, and then evaporated, to give 4.0 g of the title compound.1H-NMR ( 400 MHz, CDCl3 ) d 1.41 ( 3H, t, J = 6.8 Hz ), 2.14 ( 3H, s ), 4.38 ( 2H, q, J = 6.8 Hz ), 6.73 – 6.81 ( 1H, m ), 8.06 ( 1H, dd, J = 8.8, 6.4 Hz ), 8.53 ( 1H, dd, J = 12.0, 2.4 Hz ), 11.3 ( 1H, brs )

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2-amino-4-fluorobenzoate, its application will become more common.

Reference:
Patent; Eisai Co., Ltd.; EP1380576; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 29823-21-0, These common heterocyclic compound, 29823-21-0, name is Ethyl 8-Bromooctanoate, 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 73 Ethyl 8-(4,5-diphenyl-2-oxo-2,3-dihydroimidazol-1-yl)octanoate 4,5-Diphenylimidazol-2-one was treated with ethyl 8-bromooctanoate and potassium carbonate in butanone to give after work-up the title compound, m.p. 78-79 C., Found:C, 73.7;H, 7.4;N, 6.7%;C25 H30 N2 O3 requires: C, 73.9;H, 7.4;N, 6.9%

The synthetic route of 29823-21-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SmithKline Beecham Corporation; The Johns Hopkins University; US5648373; (1997); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 13195-64-7, 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. 13195-64-7, name is Diisopropyl malonate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1) sodium hydride as catalyst to 830mmol, 200mmol the diisopropyl malonate 440mmol with propargyl bromide was added to 210mL of anhydrous acetonitrile ice-water bath, the reaction was stirred for 8 hours, the product was washed with water, added with ethyl acetate, spin-dry under reduced pressure to give a tan solid product, compound 1;

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, Diisopropyl malonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Anhui Normal University; Hu, Yimin; Mao, Chunyan; (10 pag.)CN105523981; (2016); A;,
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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. 62451-84-7, name is Methyl 2-(3-(trifluoromethyl)phenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows., name: Methyl 2-(3-(trifluoromethyl)phenyl)acetate

To a stirred solution of methyl 2-[3-(trifluoromethyl)phenyl]acetate (6.33 g, 29 mmol) in DMF (45 mL) at 0C was added NaH (60%, 1.28 g, 31.9 mmol). The reaction mixture was stirred for 1 hour and then canuulated drop wise into a solution of 2-(4-bromobutoxy)tetrahydropyran (6.88 g, 29 mmol) in DMF (45 mL) also at 0C. The reaction was further stirred at RT for one hour and poured onto an aqueous saturated solution of NH4C1. The product was extracted with EtOAc, and the combined organic phase was dried over Na2S04 and concentrated under vacuo. A column chromatography (Si02, Heptane / EtOAc) gave 7.82 g (72%) of methyl 6-tetrahydropyran-2- yloxy-2-[3-(trifluoromethyl)phenyl]hexanoate as a light yellow oil.

According to the analysis of related databases, 62451-84-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; JAKOB-ROETNE, Roland; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; SARIE, Jerome Charles; VASTAKAITE, Greta; (61 pag.)WO2018/83050; (2018); A1;,
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;,
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