Category: 24398-88-7

Application of 24398-88-7, 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. 24398-88-7, name is Ethyl 3-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Production Example 13 To a mixture of 85 mg of palladium acetate, 350 mg of 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl and 15 mL of toluene were added 1.8 mL of ethyl 3-bromobenzoate, 1.02 g of 2-nitroaniline and 4.81 g of cesium carbonate, followed by stirring at 110 C. for 5 hours. The reaction solution was allowed to cool, 50 mL of ethyl acetate was added thereto to remove insoluble materials, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: ethyl acetate-hexane=1:9) to obtain 2.10 g of ethyl 3-[(2-nitrophenyl)amino]benzoate as an light orange oily substance.

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 3-bromobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Furutani, Takashi; Enjo, Kentaro; Kikuchi, Aya; Kuromitsu, Sadao; Ideyama, Yukitaka; Suzuki, Tomoyuki; Kurihara, Ryoko; US2011/282066; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 24398-88-7, The chemical industry reduces the impact on the environment during synthesis 24398-88-7, name is Ethyl 3-bromobenzoate, I believe this compound will play a more active role in future production and life.

ethyl-4′-methoxy-biphenyl-3-carboxylate (3b) Preparation according to AV1. To the solution of ZnBr2 (0.67 mL, 1.5 M in THF) and NEP (0.17 mL), 4-methoxyphenyl magnesium bromide (1.57 mL, 0.83 M in THF) was added dropwise and then the catalyst solution (0.08 mL) and ethyl-3-bromobenzoate (229 mg, 1.00 mmol) was added. This solution was stirred for 1 hour at room temperature. The conventional reprocessing and purification by column chromatography (pentane/ether 9:1) yielded 3b as a colourless oil (234 mg, 91%).1H NMR (CDCl3, 300 MHz, 25 C.): delta=8.26 (s, 1H), 8.00-7.97 (m, 1H), 7.73-7.70 (m, 1H), 7.56 (d, J=8.8 Hz, 2H), 7.46 (t, J=7.7 Hz, 1H), 6.99 (d, J=8.7 Hz, 2H), 4.41 (q, J=7.1 Hz, 2H), 3.83 (s, 3H), 1.41 (t, J=7.1 Hz, 3H).13C NMR (CDCl3, 75 MHz, 25 C.): delta=166.5, 159.4, 140.9, 132.5, 130.9, 130.8, 128.6, 128.1, 127.6, 127.1, 114.2, 60.9, 55.2, 14.2.IR (KBr): 2981 (w), 1717 (vs), 1610 (m), 1518 (s), 1439 (m), 1367 (w), 1300 (s), 1249 (vs), 1182 (m), 1109 (s), 1049 (m), 1030 (m), 834 (m), 758 (s), 574 (w).MS (70 eV, EI), m/z (%): 256 (100, M+), 241 (9), 228 (11), 211 (20), 183 (10), 168 (6), 139 (12), 105 (3).HRMS m/z: calculated for C16H16O3: 256.1099; found: 256.1097.

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 3-bromobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; knochel, Paul; Gavriushin, Andrei; Kofink, Christiane Charlotte; Manolikakes, Georg; US2010/184977; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 24398-88-7, These common heterocyclic compound, 24398-88-7, name is Ethyl 3-bromobenzoate, 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.

The 3-morpholinobenzoyl chloride used as a starting material was prepared as follows: A mixture of ethyl 3-bromobenzoate (1.92 ml), morpholine (1.25 ml), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.336 g), sodium tert-butoxide (1.615 g) and tris(dibenzylideneacetone)dipalladium(0) (0.33 g) and toluene (25 ml) was stirred and heated to 90 C. for 18 hours under argon. The reaction mixture was allowed to cool to ambient temperature and extracted with 1N aqueous hydrochloric acid. The aqueous phase was basified with concentrated sodium hydroxide solution and extracted with ethyl acetate. The organic phase was dried (MgSO4) and evaporated. The residual oil was purified by column chromatography on silica gel using a 47:3 mixture of methylene chloride and methanol as eluent. There was thus obtained N-(3-morpholinobenzoyl)morpholine (0.45 g).

Statistics shows that Ethyl 3-bromobenzoate is playing an increasingly important role. we look forward to future research findings about 24398-88-7.

Reference:
Patent; AstraZeneca AB; US6579872; (2003); B1;; ; Patent; Zeneca Limited; US6498274; (2002); B1;,
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. 24398-88-7, name is Ethyl 3-bromobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H9BrO2

EXAMPLE 11. Synthesis of Ethyl 3-(5-Aminopyrimidin-2-ylamino)Benzoate(Intermediate 6); [0140] To a solution of 2-amino-5-nitropyrimidine (550 mg, 3.9 mmol) in 35 mL anhydrous 1,4-dioxane were added ethyl 3-bromobenzoate (1.8 g, 7.9 mmol), Xantphos, (230 mg, 0.4 mmol), Pd2(dba)3 (180 mg, 0.2 mmol) and Cs2CO3 (2.6 g, 8 mmol). The reaction mixture was stirred at 1000C for 5 h under argon. The solvent was removed under reduced pressure. The resulting solution was extracted with CHCl3 (3 x 50 mL) and saturated NaHCO3 (50 mL). The organic layer was separated, washed with brine, dried over Na2SO4 and filtered. The organic solvent was removed and the crude product was purified by silica gel column with CHCl3 as an eluent. The precipitated yellow solid was isolated by washed with chloroform and dried in vacuo (700 mg, 62%). 1H NMR (DMSO- de): delta 1.33 (t, J= 7.1 Hz, 3H), 4.33 (q, J = 7.1 Hz, 2H), 7.54 (t, J = 8.0 Hz, IH), 7.60-7.90 (m, IH), 7.95-8.10 (m, IH), 8.37 (t, J= 1.9 Hz, IH)3 9.26 (s, 2H)5 11.00 (s, IH).[0141] The above product was hydrogenated in 100 mL methanol/ethyl acetate (v/v: 1:1) using Pd/C (10%, 1 g) for 2 h. The palladium catalyst was removed by filtration, and the solvent was evaporated. The crude product was purified by silica gel column with 5% CH3OH / CHCl3 as an eluent to yield an off-white solid. MS (ES+): m/z 259 (M+H)+.

According to the analysis of related databases, 24398-88-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TARGEGEN, INC.; WO2008/8234; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 24398-88-7, name is Ethyl 3-bromobenzoate, 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. Formula: C9H9BrO2

Method A; Step e: 1-(3-bromophenyl)-2-pyridin-4-ylethanone; To 66 ml (0.066 mol) of sodium 1,1,1,3,3,3-hexamethyldisilazane 1M in THF under nitrogen atmosphere at 00C, 3.2 ml (0.033 mol) of 4-picoline were added. After stirring for 60 minutes 5 ml (7.15 g; 0.03 mol) of ethyl 3-bromo benzoate were added and the mixture maintained in the same conditions for 1.5 hours. HCI 2N was then added, the mixture made basic with NaOH 2N and extracted with ethyl acetate. The organic phase was dried over Na?SCM and the solvent evaporated. 7.5 g (82% yield) of the title compound were obtained by crystallization from AcOEt-Et2U. 1H NMR (401 MHz, DMSO-d6) delta = 8.52 (d, J = 6.0 Hz, 2 H), 8.19 (t, J = 1.7 Hz, 1 H), 8.05 (ddd, J = 1.0, 1.6, 7.8 Hz, 1 H), 7.89 (ddd, J = 1.0, 2.0, 8.0 Hz, 1 H), 7.54 (t, J = 7.9 Hz, 1 H), 7.19 – 7.33 (m, 2 H), 4.53 (s, 2 H). MS-ESI (M+H) calc. 276.0019 found 276.0023 (C13HIOBrNO)

The synthetic route of Ethyl 3-bromobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; PULICI, Maurizio; ZUCCOTTO, Fabio; BADARI, Alessandra; NUVOLONI, Stefano; CERVI, Giovanni; TRAQUANDI, Gabriella; BIONDARO, Sonia; TRIFIRO’, Paolo; MARCHIONNI, Chiara; MODUGNO, Michele; WO2010/10154; (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. 24398-88-7, name is Ethyl 3-bromobenzoate, A new synthetic method of this compound is introduced below., name: Ethyl 3-bromobenzoate

The 3-morpholinobenzoyl chloride used as a starting material was prepared as follows: A mixture of ethyl 3-bromobenzoate (1.92 ml), morpholine (1.25 ml), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.336 g), sodium tert-butoxide (1.615 g) and tris(dibenzylideneacetone)dipalladium(0) (0.33 g) and toluene (25 ml) was stirred and heated to 90 C. for 18 hours under argon. The reaction mixture was allowed to cool to ambient temperature and extracted with 1M hydrochloric acid. The aqueous phase was basified with concentrated sodium hydroxide solution and extracted with ethyl acetate. The organic phase was dried (MgSO4) and evaporated. The residual oil was purified by column chromatography on silica gel using a 47:3 mixtute of methylene chloride and methanol as eluent. There was thus obtained N-(3-morpholinobenzoyl)morpholine (0.45 g).

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; AstraZeneca AB; US6465455; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 24398-88-7, 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. 24398-88-7 name is Ethyl 3-bromobenzoate, 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.

To a stirred mixture of a compound of formula V (1 eq), a boronic acid derivative of general formula VI (1.1 eq) and tetrakis(triphenylphosphine)palladium (0.03 eq) in an organic solvent (e.g. 1,2-dimethoxy-ethane) is added at room temperature aqueous 1 M sodium carbonate solution (2.5 eq), the reaction mixture is heated at 80 to 90 C. for around 18 h, cooled, poured into ice-water and extracted two times with ethyl acetate. The combined organic layers are washed two times with brine, dried (e.g. MgSO4) and evaporated. The crude product is further purified by flash chromatography on silica gel (ethyl acetate/n-heptane) and crystallization (e.g. dichloromethane/diethyl ether/n-heptane) to give compounds of general formulae Ia or Ib.Prepared from hexamethyldisilizane (16.5 mL, 79 mmol) and n-BuLi (48.4 mL, 77 mmol) in TBME (40 mL), then commercially available ethyl 3-bromobenzoate (7.55 g, 33 mmol) and tert-butyl acetate (4.86 mL, 36 mmol) in TBME (80 mL) according to the general procedure III. Obtained as a light yellow oil (9.934 g, 101%; 95% purity).

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

Reference:
Patent; Gatti McArthur, Silvia; Wichmann, Juergen; Woltering, Thomas Johannes; US2008/261957; (2008); A1;,
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. 24398-88-7, name is Ethyl 3-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of Ethyl 3-bromobenzoate

Ethyl 3-bromobenzoate (0.500 g, 2.18 mmol) was dissolved in CH3CN ( 8.70 ml). Triethylamine (1.53 ml, 10.9 mmol) was added followed by 3,3-dimethylbut-l-yne (0.27 g, 3.27 mmol). With stirring Pd(PPh3)4 (0.25 g, 0.21 mmol) and CuI (0.083 g, 0.436 mmol) were added and the reaction was warmed to 60 C for 4 h. The reaction was then diluted with EtOAc (~ 50 ml), filtered through a pad of SiO2, and concentrated in vacuo. The crude product was purified on 40 g SiO2 using hexanes-EtOAc (10:1) as eluent giving 0.45 g of the title compound as a colourless oil (91 %); m/z 231.

The synthetic route of 24398-88-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/24834; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 24398-88-7, name is Ethyl 3-bromobenzoate, 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 24398-88-7, 24398-88-7

Preparation of ethyl-3-isopropylthiobenzoate [formula 6] A solution of palladium acetate (4.5 mg, 0.02 mmol) and Xantphos (12.7 mg, 0.022 mmol) in DMF (1 mL) was stirred for 5 minutes under a nitrogen atmosphere. To this solution was added ethyl 3-bromobenzoate (1 14.5 mg, 0.5 mmol) dissolved in 0.5 mL of DMF and then the reaction mixture was stirred for 10 minutes at room temperature. In(SPr’)3 (57 mg, 0.168 mmol) in DMF ( 1 mL) and diisopropylethyl amine (65 mg, 0.5 mmol) were added to this reaction mixture. The reaction mixture was stirred for 2 hours at 100 degrees Celsius. The solution was cooled to room temperature and then 1 mL of hydrochloric acid (5 % of aqueous solution) was added to stop the reaction. The crude product was extracted with diethyl ether (15 mL, 3 times) and sequentially washed with 10 mL of water, a saturated NaHCO3 (10 mL) solution and a saturated NaCl (20 mL) solution. The extracted organic compound was dried over anhydrous MgSO4 and then filtered. After evaporation of solvents, the crude product was purified by column chromatography to give ethyl-3-isopropylthio benzoate (102 mg, 91 %) (formula 6).1H-NMR (400 MHz, CDCl3, 25 degrees Celsius) delta 8.06(s, IH), 7.89(d, J=7.8Hz, IH), 7.56(d, J=7.8Hz, IH), 7.36(t, J=7.8Hz, IH), 4.38(q, J=7.1Hz, 2H), 3.44(sep, J=6.7Hz, IH), 1.40(t, J =7. IHz, 3H), 1.31(d, J =6.7Hz, 6H).

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 3-bromobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KNU-INDUSTRY COOPERATION FOUNDATION; WO2009/69888; (2009); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

24398-88-7, These common heterocyclic compound, 24398-88-7, name is Ethyl 3-bromobenzoate, 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: A mixture of copper powder (63.5 mg, 1.00 mmol), the aryl halide (500 mumol), 2-aminoethanol (74.9 muL, 1.25 mmol), and TMSN3 (133 muL, 1.00 mmol) in DMA (1 mL) in a 15 mL test tube was stirred under an Ar atmosphere (balloon) at 95 C using a Chemistation personal organic synthesizer (EYELA, Tokyo). After complete consumption of the aryl halide was confirmed by TLC analyses or after 24 h (if the reaction was incomplete within 24 h), the mixture was diluted with EtOAc (10 mL) and then filtered through a Celite pad. The pad was successively washed with EtOAc (20 mL), H2O (25 mL), and concd aq ammonia solution (5 mL). After the two layers were separated, the aqueous layer was extracted with EtOAc (2¡Á10 mL). The combined organic layers were washed with brine (20 mL), dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by silica-gel column chromatography with n-hexane/EtOAc or n-pentane/Et2O as the eluent.

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 24398-88-7.

Reference:
Article; Maejima, Toshihide; Shimoda, Yutaka; Nozaki, Kei; Mori, Shigeki; Sawama, Yoshinari; Monguchi, Yasunari; Sajiki, Hironao; Tetrahedron; vol. 68; 6; (2012); p. 1712 – 1722;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics