Category: 37746-78-4

Related Products of 37746-78-4, 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. 37746-78-4 name is (E)-Ethyl 4-bromobut-2-enoate, 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.

General procedure: To a vigorously stirring solution of alpha-imino ester 1 (0.5 mmol,1 equiv) and E-ethyl-4-bromocrotonate or methyl-4-bromocrotonate (2, 1.5 mmol, 3 equiv) in EtOH (2 mL) was added indium powder (1 mmol, 2 equiv). The mixture was allowed to stir vigorously for 6 h at 30 C. After this period, the reaction mixturewas quenched with 2 mL of water and transferred to a separating funnel and extracted using ethyl acetate (315 mL). The combined organic layers were dried over anhydrous Na2SO4. Then the solvent was evaporated under vacuum. Purification of the resulting crude reaction mixture by column chromatography on silica gel (EtOAc/Hexane as eluent) gave the product 3 (see Tables 1 and 2 and Scheme 2 for individual entries).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (E)-Ethyl 4-bromobut-2-enoate, and friends who are interested can also refer to it.

Reference:
Article; Aslam, Nayyar Ahmad; Babu, Srinivasarao Arulananda; Sudha, Arya Jayadev; Yasuda, Makoto; Baba, Akio; Tetrahedron; vol. 69; 32; (2013); p. 6598 – 6611;,
Ester – Wikipedia,
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Related Products of 37746-78-4, These common heterocyclic compound, 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate, 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.

To the suspension of potassium phthalimide (4.5 mmol) in dry DMF (4 mL) was added a solution of (E)-alkyl -bromobut-2-enoate in dry DMF (3 mL). The reaction was run at room temperature overnight. After the reaction was omplete, the reaction mixture was poured into water and extracted with ether and concentrated in vacuum to leave a hite solid. The residue can be easily purified by flash chromatography (petroleum/ethyl acetate, 4:1), to give the desired compounds 1.

The synthetic route of 37746-78-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Han, Fuzhong; Chen, Jun; Zhang, Xiangyang; Liu, Jibing; Cun, Linfeng; Zhu, Jin; Deng, Jingen; Liao, Jian; Tetrahedron Letters; vol. 52; 7; (2011); p. 830 – 833;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 37746-78-4, 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 37746-78-4 as follows.

To a solution of ethyl 4-bromocrotonate 23 (0.9 mL, 5.18 mmol) in anhydrous dioxane (10 mL), palladium triphenyl phosphine tetrakis (300 mg, 0.26 mmol) was added to the round bottom flask. The flask was then evacuated three times at rt and backfilled with argon. The reaction mixture was allowed to stir for 15 min at rt then phenyl boronic acid (1.84 g, 10.36 mmol) and Na2CO3 (2.75 g, 25.9 mmol) were added under a positive pressure of argon. The reaction mixture which resulted was heated at reflux for 18 h and then cooled to rt. It was then passed through a short bed of celite. The celite bed was washed with EtOAc (50 mL) and the combined organic layers were washed with water (50 mL) and brine (30 mL). The organic layer was dried (Na2SO4) and concentrated under reduced pressure. The crude oil was purified by flash column chromatography (5% EtOAc in hexanes) on silica gel to afford ester 18 (893 mg, 70%). 1H NMR (300 MHz, CDCl3): delta 7.37 (d, J = 8.1 Hz, 2H), 7.14 (d, J = 7.8 Hz, 2H), 7.12 (d, J = 15.6 Hz, 1H), 5.85 (d, J = 15.3 Hz, 1H), 4.21 (q, J = 7.2 Hz, 2H), 3.52 (d, J = 6.9 Hz, 2H), 1.35 (S, 9H), 1.31 (t, J = 6.9 Hz, 3H); 13C NMR (75 MHz, CDCl3): delta 166.5, 149.6, 147.5, 134.7, 128.5, 125.6, 122.2, 60.2, 38.0, 34.4, 31.4, 14.3. HRMS (ESI) (M+Na)+, calcd for C16H22O2Na 269.1518; found 269.1512.

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; Tiruveedhula, V.V.N. Phani Babu; Witzigmann, Christopher M.; Verma, Ranjit; Kabir, M. Shahjahan; Rott, Marc; Schwan, William R.; Medina-Bielski, Sara; Lane, Michelle; Close, William; Polanowski, Rebecca L.; Sherman, David; Monte, Aaron; Deschamps, Jeffrey R.; Cook, James M.; Bioorganic and Medicinal Chemistry; vol. 21; 24; (2013); p. 7830 – 7840;,
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. 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate, This compound has unique chemical properties. The synthetic route is as follows., Safety of (E)-Ethyl 4-bromobut-2-enoate

Intermediate 26 Ethyl (2E)-4-(5-bromo-2-nitrophenoxy)but-2-enoate 5-Bromo-2-nitrophenol (10 g, 45.9 mmol) and K2CO3 (8.24 g, 59.6 mmol) were suspended in NMP (81 mL) (a bright red suspension) and ethyl 4-bromocrotonate (10.26 mL, 59.63 mmol) was added dropwise at room temperature. The reaction was stirred at room temperature over night (20 h). The mixture was poured into ice/water (500 mL) and stirred for 30 min. The precipitate was collected by filtration and washed with water (2*200 mL), air dried for 10 min and then washed with heptane (200 mL). Heptane (200 mL) was added to the solid and stirred for 1 h. The solid was filtered off, washed with heptane (2*50 mL) and dried in vacuo to afford a beige solid. The title compound (15.0 g, 99%) was obtained and was used without further purification. 1H NMR (500 MHz, CDCl3) delta 1.32 (t, 3H), 4.24 (q, 2H), 4.84 (dd, 2H), 6.31 (dt, 1H), 7.04 (dt, 1H), 7.18-7.26 (m, 2H), 7.80 (d, 1H). MS m/z 298 (M-H)-.

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:
Patent; ASTRAZENECA AB; O’MAHONY, Gavin; KOSSENJANS, Michael; EDMAN, Karl; KAJANUS, Johan; HOGNER, Karl Anders; CORNWALL, Philip; TURNER, Andrew; (35 pag.)US2015/376170; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 37746-78-4, A common heterocyclic compound, 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate, molecular formula is C6H9BrO2, 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.

Into a 10-L 4-necked round-bottom flask was placed 2-bromo-4-fluorophenol (500 g, 2.62 mol, 1.00 equiv), N,N-dimethylformamide (5 L), potassium carbonate (1253 g, 9.07 mol, 3.46 equiv), and ethyl (2E)-4-bromobut-2-enoate (1010 g, 5.23 mol, 2.00 equiv). The resulting solution was stirred for 12 h at room temperature. The solids were collected by filtration. The reaction was then quenched by the addition of 15 L of water and extracted with 3×10 L of ethyl acetate. The organic layers were combined and washed with 4×20 L of brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1/20). The collected fractions were combined and concentrated under vacuum to give 500 g (63%) of ethyl (2E)-4-(2-bromo-4-fluorophenoxy)but-2-enoate (5) as a white solid.

The synthetic route of 37746-78-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTUATE THERAPEUTICS INC.; ZHANG, Yamin; (32 pag.)WO2019/79299; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate, 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 37746-78-4, name: (E)-Ethyl 4-bromobut-2-enoate

General procedure: To a 50-mL round-bottomed flask were added ethyl pyrazole-5-carboxylate 1 (1.00 mmol), ethyl 4-bromobut-2-enoate 2 (2.00 mmol), potassium carbonate (0.28 g, 2.05 mmol) and C2H5OH (20 mL). The mixture was refluxed for 8 h. And then they were poured into water (100 mL) and extracted with CH2Cl2 (3 × 30 mL). The combined extracts were washed with water, dried over anhydrous Na2SO4 and filtered, and the solvent was removed by rotary evaporation. The crude products were purified by column chromatography to afford compounds 3a-f in 42-60%.

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, (E)-Ethyl 4-bromobut-2-enoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yan, Peiling; Duan, Guiyun; Ji, Ruixue; Ge, Yanqing; Tetrahedron Letters; vol. 59; 25; (2018); p. 2426 – 2429;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate, 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 37746-78-4, Application In Synthesis of (E)-Ethyl 4-bromobut-2-enoate

E)-ethyl 4-aminobut-2-enoate Procedure: (E)-ethyl 4-bromobut-2-enoate (1.0 g, 5.18 mmol, 1.0 eq.) in water (10 mL) was added aqueous ammonia solution (10 mL). The reaction was stirred at room temperature for 12 hours, and concentrated to give the title compound (0.7 g, yield: 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, (E)-Ethyl 4-bromobut-2-enoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang DTRM Biopharma Co. Ltd.; He, Wei; (167 pag.)US2016/200730; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 37746-78-4, A common heterocyclic compound, 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate, molecular formula is C6H9BrO2, 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.

An ethanol solution of 9A- THC (1) (100 mg, 0.318 mmol) was transferred to a round bottom flask (Figure 5). The original vial was washed with methanol and the washes added to the flask. Next the solvent was removed on the rotary evaporator, to give yellow oil. The isolated 9A-THC yellow oil was dissolved in 10 mL acetone (dried over K2CO3) followed by the addition of 0.45 g potassium carbonate (3.2 mmol). Ethyl 4- bromocrotomate (118 uL, 165 mg x 75% = 124, 0.64 mmol, 2 eq.) was then added to the mixture. This RT reaction was stirred overnight, under argon. In the morning, the reaction was analyzed by TLC (silica gel, 10:1 hexanes-ethyl acetate, visualization with UV). The TLC indicated a complete reaction, the starting material having been consumed and a new spot having formed at a higher i?/from the starting material. Next, the solid was filtered off through a bed of CELITE. The solid was then washed with acetone (2 x 10 mL). The filtrate was concentrated to give very light yellow oil. This residue was then purified by preparative TLC on a silica gel using hexanes-ethyl acetate 10:1 as eluent. The top band (R/= 0.57) was collected to give 135 mg (99%) of the desired product 21 as a clear oil.

The synthetic route of 37746-78-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; OAKVILLE HONG KONG COMPANY LIMITED; WO2006/29089; (2006); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C6H9BrO2

General procedure: To a vigorously stirring solution of alpha-imino ester 1 (0.5 mmol,1 equiv) and E-ethyl-4-bromocrotonate or methyl-4-bromocrotonate (2, 1.5 mmol, 3 equiv) in EtOH (2 mL) was added indium powder (1 mmol, 2 equiv). The mixture was allowed to stir vigorously for 6 h at 30 C. After this period, the reaction mixturewas quenched with 2 mL of water and transferred to a separating funnel and extracted using ethyl acetate (315 mL). The combined organic layers were dried over anhydrous Na2SO4. Then the solvent was evaporated under vacuum. Purification of the resulting crude reaction mixture by column chromatography on silica gel (EtOAc/Hexane as eluent) gave the product 3 (see Tables 1 and 2 and Scheme 2 for individual entries).

The synthetic route of 37746-78-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Aslam, Nayyar Ahmad; Babu, Srinivasarao Arulananda; Sudha, Arya Jayadev; Yasuda, Makoto; Baba, Akio; Tetrahedron; vol. 69; 32; (2013); p. 6598 – 6611;,
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. 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 37746-78-4

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 × 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 × 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].

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 37746-78-4.

Reference:
Article; Rao, H. Surya Prakash; Muthanna, Nandurka; Padder, Ashiq Hussain; Synlett; vol. 29; 12; (2018); p. 1649 – 1653;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics