Category: 25081-39-4

Application of 25081-39-4, 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. 25081-39-4, name is Methyl 3,5-dimethylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 2 Preparation of methyl-3,5-bis(bromomethyl)-benzoate: A solution of methyl-3,5-dimethyl-benzoate (16.8 g, 0.10 mol) in carbon tetrachloride (150 ml) was treated with N-bromosuccinimide (35.6 g, 0.20 mmol), and benzoyl peroxide (500 mg, cat. amount), and heated to reflux. After 3 hours, the mixture was cooled to room temperature and filtered through a sintered glass funnel. The filtrate was concentrated under reduced pressure and recrystallized from diethyl ether/hexanes (1:1) to yield the product (18.0 g, 55% yield) as a granular white solid. mp 64-70 C. (lit. mp 65-69 C.); TLC (20% ethyl acetate/hexanes): Rf =0.65 (UV active, CAM stain)

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, Methyl 3,5-dimethylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Trustees of Columbia University in the City of New York; US5599926; (1997); A;,
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. 25081-39-4, name is Methyl 3,5-dimethylbenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C10H12O2

Methyl 3,5-bis[[bis(2-pyridylmethyl)amino]methyl]benzoate (3) Methyl 3,5-bis(bromomethyl)-benzoate (500 mg, 1.6 mmol) and di-(2-picolyl)-amine (800 mg, 725 muL, 4 mmol) were dissolved in ACN followed by the addition of dry K2CO3 (1.1 g, 7.9 mmol). The reaction mixture was refluxed overnight under reflux condenser equipped with a CaCl2 tube. The reaction mixture was filtered and filtrate was evaporated under reduced pressure. Yellow residue was purified by flash chromatography (Al2O3 neutral, firstly AcOEt was used to elute impurities and then MeOH/AcOEt=1:9 (v/v)) affording a pure product as a yellow oil. Yield: 850 mg (95%). 1H NMR (500 MHz, CDCl33) delta 8.51 (m, 4H), 7.94 (d, J=1.5 Hz, 2H), 7.70 (s, 1H), 7.61 (m, 8H), 7.12 (m, 4H), 3.92 (s, 3H), 3.81 (s, 8H), 3.73 (s, 4H). 13C NMR (101 MHz, CDCl3) delta 197.9, 167.1, 159.5, 148.9, 139.7, 136.2, 133.8, 130.2, 128.7, 122.8, 121.9, 60.1, 58.2, 52.0. MS (ESI, m/z): calculated: 558.7 observed: 559.5 [M+H]+.

The synthetic route of 25081-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Modpro AB; Baltzer, Lars; Slosarczyk, Adam; Bergquist, Jonas; Virtanen, Anders; (86 pag.)US9377466; (2016); B2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 25081-39-4,Some common heterocyclic compound, 25081-39-4, name is Methyl 3,5-dimethylbenzoate, molecular formula is C10H12O2, 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.

3.71 g (0.0304 mol) of 2,4-dimethylphenol was dissolved in 111.40 g of toluene,Then 0.22g (0.00304mol) of n-butylamine was added and reacted at 110 C for 4h.Add 5.00g (0.0304mol) to the reaction solutionMethyl 3,5-dimethylbenzoate,Incubation reaction for 6h;After the reaction solution was cooled to 50 C, the pH of the reaction solution was adjusted to 6-7 with 5 wt% H2SO4.Then the reaction solution was washed three times with 30 mL of water, and toluene was distilled off under reduced pressure.The residue in the kettle was recrystallized with 100 mL of methanol.Gives a white solid,The target product yield was 80%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3,5-dimethylbenzoate, its application will become more common.

Reference:
Patent; Tianjin Li’anlong New Materials Co., Ltd.; Li’anlong (Zhongwei) New Materials Co., Ltd.; Tian Jun; Gou Shaoping; Li Dapeng; Zhang Huijing; Fan Xiaopeng; Sun Chunguang; Sun Donghui; Xiong Changwu; Bi Zuopeng; Li Haiping; (8 pag.)CN110407690; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 25081-39-4, 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. 25081-39-4, name is Methyl 3,5-dimethylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of methyl benzoates (15.0 mmol), CH3OH (30.0 mL) wereplaced in a 100mL round-bottomed flask equipped with a magnetic stirrer.Stirring for 10 minutes in 0 C. Then hydrazine hydrate (4.0 eq.) was added to the flask. Afterword the mixture was stirred under reflux 8 h, the reaction system was concentrated to remove CH3OH and most of hydrazine hydrate. After cooling, the contents were added petroleum-ether (50 mL) by stirring, then the white solids would be separated, washed with water and dried under vacuum. The yield was 65%~80%.

The chemical industry reduces the impact on the environment during synthesis Methyl 3,5-dimethylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhang, Guofu; Yu, Yidong; Zhao, Yiyong; Xie, Xiaoqiang; Ding, Chengrong; Synlett; vol. 28; 11; (2017); p. 1373 – 1377;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 25081-39-4,Some common heterocyclic compound, 25081-39-4, name is Methyl 3,5-dimethylbenzoate, molecular formula is C10H12O2, 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.

Step CC: (R)-3-(3,5-dimethylbenzoyl)-4-methyldihydrofuran-2-one To a solution of (R)-4-methyldihydrofuran-2-one (1.68 g in 40 mL dioxane) were added 5.51 g 3,5-dimethylbenzoic acid methyl ester followed by 1.82 g sodium hydroxide and the mixture heated to reflux on an oil bath. After 3 hours, the mixture was cooled to room temperature and the pH neutralized by the addition of 0.5N hydrochloric acid. The mixture was then extracted with ethyl acetate and the organic portion washed with brine and diied over sodium sulfate. Purification of the concentrate by flash chromatography on silica gel (hexane:ethyl acetate, 9:1) gave the title compound (2.42 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3,5-dimethylbenzoate, its application will become more common.

Reference:
Patent; Merck & Co., Inc.; US6211224; (2001); B1;,
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. 25081-39-4, name is Methyl 3,5-dimethylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 25081-39-4

(iii) Methyl-3,5-bis(bromometylene)benzoate (5) The ester (4, 2.76 g, 0.0168 mol), N-bromosuccinimide (6.07 g, 0.0341 mol) and benzoyl peroxide (85 mg, 0.35 mmol) were placed in 100 ml round-bottom flask. Then dried carbon tetrachloride (25 ml) was added and heated under the reflux conditions for 3 h. After cooling to room temperature, the mixture was filtered and the solvent was evaporated in vacuo to obtain the crude product as residue (5.39 g). The crude product was crystallized from hexane to yield the dibromide (5): 1.37 g (25%), mp. 94-98 C. 1H NMR (300 MHz, CDCl3) delta: 8.00 (s, 2H, arom. H); 7.61 (s, 1H, arom. H); 4.50 (s, 4H, CH2Br); 3.93 ppm (s, 3H, COOCH3).

The synthetic route of 25081-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Przyby?, Bartosz; Zo?, Jerzy; Janczak, Jan; Journal of Molecular Structure; vol. 1048; (2013); p. 172 – 178;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 25081-39-4, name is Methyl 3,5-dimethylbenzoate, 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 25081-39-4, Computed Properties of C10H12O2

The overall synthetic plan for the bicyclization scaffold is shown in Scheme 2. To a 50-mL round-bottom flask charged withmethyl 3,5-dimethylbenzoate (2.0 g, 12.2 mmol) in carbon tetrachloride (20 mL, sparged with nitrogen) was added N-bromosuccinimide (4.25 g, 23.9 mmol) and benzoyl peroxide (6O mg) as an initiator. The reaction was refluxed for 3 h under nitrogen atmosphere. The reaction mixture was cooled, and filtered. The filtrate was washed with water (20 mL), dried withMg504, and concentrated in vacuo. The crude product was recrystallized in petroleum ether to yield the title compound (1.2 g, 3.8 mmol) in 30% yield. ?HNMR (300 MHz, CDC13): 7.99 (s, 2H), 7.62 (s, 1H), 4.50 (s, 4H), 3.94 (s, 3H).

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:
Patent; OHIO STATE INNOVATION FOUNDATION; PEI, Dehua; QIAN, Ziqing; (166 pag.)WO2018/89648; (2018); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 25081-39-4, 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. 25081-39-4, name is Methyl 3,5-dimethylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step CC: (R)-3-(3,5-dimethylbenzoyl)-4-methyldihydrofuran-2-one To a solution of (R)-4-methyldihydrofuran-2-one (1.68 g in 40 mL dioxane) were added 5.51 g 3,5-dimethylbenzoic acid methyl ester followed by 1.82 g sodium hydroxide and the mixture heated to reflux on an oil bath. After 3 hours, the mixture was cooled to room temperature and the pH neutralized by the addition of 0.5N hydrochloric acid. The mixture was then extracted with ethyl acetate and the organic portion washed with brine and dried over sodium sulfate. Purification of the concentrate by flash chromatography on silica gel (hexane:ethyl acetate, 9:1) gave the title compound (2.42 g).

The synthetic route of Methyl 3,5-dimethylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US6017944; (2000); A;; ; Patent; Merck & Co., Inc.; US6159975; (2000); A;; ; Patent; Merck & Co., Inc.; US5985901; (1999); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 25081-39-4, 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. 25081-39-4 name is Methyl 3,5-dimethylbenzoate, 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.

3-Bromomethyl-5-methyl-benzoic acid methyl ester (LW003036B) and 3,5-Bis- bromomethyl-benzoic acid methyl ester (LWO03036C); To a solution of methyl 3,5-dimethylbenzoate (15.0 g, 89.52 mmol) in carbon tetrachloride (molecular sieves 4 A dried, 150 mL) was added finely powdered N- bromosuccinimide (16.1 g, 89.52 mmol) and benzoyl peroxide (> 97%, 200 mg). The light yellow suspension was then refluxed which turned into a light orange suspension after about 10 min. When the colour of the suspension returned to light yellow again about 45 min later, the reflux was terminated. After cooling to room temperature, the suspension was filtered and the filter cake collected was washed with ether (5 x 30 mL). The combined filtrates were evaporated to give a clear bright yellow liquid (22.9 g) which was fractionated by flash chromatography (silica: 700 g; eluent: ethyl acetate/hexane, 1 : 10 to 1 : 1). The second fraction that collected upon evaporation gave LW003036B as a translucent pale yellow oil (13.32 g, 54.79 mmol, 61%) whereas the third fraction gave LW003036C as white fluffy needle-shaped crystals (1.99 g, 3.08 mmol, 7%). LW003036B: Rf: 0.27 (ethyl acetate/hexane, 1: 8), c. f. 0.39 (S.M.) No.H (270 MHz, CDC13) 2.39 (3H, s, Ar-CH3), 3.90 (3H, s, COOMe), 4.47 (2H, s, CH2Br), 7.39 (1H, slightly broad s, Ar), 7.78 (1H, slightly broad s, Ar) and 7.85 (1H, s, Ar). LRMS (FAB+): 443.3 (17), 398.3 [25, (M81Br+H+NBA) +], 243.1 [100, (M79Br+H)+], 163.1 [83, (M79Br-79Br) +], 85.1 (54). HRMS (FAB+) : 243.00124 C10H12O2Br requires 243.00207 LW003036C: Rf: 0.20 (ethyl acetate/hexane, 1:8), c.f. 0.39 (S.M.) m. p. 100-103 C [Lit.l (from column), 95-97 C] (at) Liu P, Chen Y, Deng J, Tu Y. An efficient method for the preparation of benzylic bromides. Synthesis 2001,14: 2078- 2080. No.H (400 MHz, CDC13) 3.93 (3H, s, OCH3), 4.49 (4H, s, 2 x CH2), 7.60 (1H, t, J- 1.7 Hz, C4-H) and 7.97 (2H, d, J- 2.0 Hz, C2-H and C6-H).; 3-Bromomethyl-5-methyl-benzoic acid methyl ester (LW003015B) and 3,5-Bis- bromomethyl-benzoic acid methyl ester (LWO03015C); To a solution of methyl 3,5-dimethylbenzoate (5.57 g, 33.24 mmol) in carbon tetrachloride (molecular sieves 4 A dried, 50 mL) was added finely powdered N- bromosuccinimide (5.98 g, 33.24 mmol) and benzoyl peroxide (No. 97%, 100 mg). The light yellow suspension was then refluxed which turned into a light orange suspension after about one hour. When the colour of the suspension returned to light yellow again about 30 min later, the reflux was terminated. After cooling to room temperature, the suspension was filtered and the filter cake collected was washed with ether (5 x 30 mL). The combined filtrates were evaporated to give a clear bright yellow liquid (8.15 g) which was fractionated by flash chromatography (silica: 300 g; eluent: ethyl acetate/hexane, 1 : 10; flow rate: ca. 30 mL/min). The first fraction collected was the starting material (998 mg). The second and third fractions collected were respectively LW003015B as a translucent pale yellow oil (4.90 g, 20.16 mmol, 61%) and LW003015C as white fluffy needle-shaped crystals (990 mg, 3.08 mmol, 9%). LW003015B Rf: 0.27 (ethyl acetate/hexane, 1: 8), c. f. 0.39 (S.M.) No.H (270 MHz, CDC13) 2.39 (3H, s, Ar-CH3), 3.90 (3H, s, COOMe), 4.47 (2H, s, CH2Br), 7.39 (1H, slightly broad s, Ar), 7.78 (1H, slightly broad s, Ar) and 7.85 (1H, s, Ar). LRMS (FAB+) : 443.3 (17), 398.3 [25, (M81Br+H+NBA) +], 243.1 [100, (M79Br+H)+], 163.1 [83, (M79Br-79Br) +], 85.1 (54). HRMS (FAB+): 243.00124 ClOH1202Br requires 243.00207. LW003015C Rf: 0.20 (ethyl acetate/hexane, 1: 8), c. f. 0.39 (S.M.) m. p. 100-103 C [Lit. (at) (from column), 95-97 C] (at) ¹ Liu P, Chen Y, Deng J, Tu Y. An efficient method for the preparation of benzylic bromides. Synthesis 2001,14: 2078- 2080. No.H (400 MHz, CDC13) 3.93 (3H, s, OCH3), 4.49 (4H, s, 2 x CH2), 7.60 (1H, t, J- 1.7 Hz, C4-H) and 7.97 (2H, d, J- 2.0 Hz, C2-H and C6-H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3,5-dimethylbenzoate, and friends who are interested can also refer to it.

Reference:
Patent; STERIX LIMITED; WO2005/118560; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 25081-39-4,Some common heterocyclic compound, 25081-39-4, name is Methyl 3,5-dimethylbenzoate, molecular formula is C10H12O2, 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 2 Preparation of methyl-3,5-bis(bromomethyl)-benzoate A solution of methyl-3,5-dimethyl-benzoate (16.8 g, 0.10 mol) in carbon tetrachloride (150 ml) was treated with N-bromosuccinimide (35.6 g, 0.20 mmol), and benzoyl peroxide (500 mg, cat. amount), and heated to reflux. After 3 hours, the mixture was cooled to room temperature and filtered through a sintered glass funnel. The filtrate was concentrated under reduced pressure and recrystallized from diethyl ether/hexanes (1:1) to yield the product (18.0 g, 55% yield) as a granular white solid. mp 64-70C. (lit. mp 65-69 C.); TLC (20% ethyl acetate/hexanes): Rf =0.65 (UV active, CAM stain)

The synthetic route of 25081-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Trustees of Columbia University in the City of New York; US5342934; (1994); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics