Category: 88709-17-5

Adding a certain compound to certain chemical reactions, such as: 88709-17-5, name is Ethyl 2-ethoxy-4-methylbenzoate, 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 88709-17-5, name: Ethyl 2-ethoxy-4-methylbenzoate

To the reaction kettle were added ethyl 4-methyl-2-ethoxybenzoate (2.08 g, 10 mmol), ethanol (23 g, 0.50 mol), tetrahydrofuran (100 mL), and tert-peroxybutyl ether (1.75 g, 10 mmol) in this order. , PdCl2 (54.3 mg, 0.3 mmol) and 1,2-bis (di-2-pyridylphosphine) ethane (123.3 mg, 0.3 mmol), charged with 2.0 MPa of CO, heated to reflux, and stirred for 20 hours. After cooling to room temperature, a 2 mol / L sodium hydroxide aqueous solution (30 mL) was added to the reaction solution after depressurization. After stirring for 6 hours, cyclohexane (50 mL × 3) was added to wash the reaction solution. The reaction solution was neutralized with hydrochloric acid to a pH of 7, The solution was concentrated under pressure to about 50 mL, hydrochloric acid was acidified to pH 3, a yellow solid was precipitated, and the residue was recrystallized from toluene-petroleum ether to obtain a white solid intermediate (I) (1.94 g, yield: 76.9%).

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; Hangzhou China-USA East China Pharmaceutical Co., Ltd.; Yu Rui; Hong Xuming; Zheng Min; Shao Qingling; (8 pag.)CN110483292; (2019); A;,
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 88709-17-5 as follows. Recommanded Product: Ethyl 2-ethoxy-4-methylbenzoate

00465] Step 2: Synthesis of ethyl 4-(bromomethyl)-2-ethoxybenzoate: To a solution of ethyl 2-ethoxy-4-methylbenzoate (100 mg, 0.481 mmol) in 2 mL oftrifluoromethyl toluene was added NBS (94 mg, 0.529 mmol) and AIBN (10 mg) in portions. The mixture was heated to reflux and stirred for 24 h. The reaction mixture was concentrated, diluted with 10 mL of EA, washed with 5 mL of 4 N NaOH, 5 mL of brine, dried over anhydrous Na2S04 and concentrated under reduced pressure to afford ethyl 4-(bromomethyl)- 2-ethoxybenzoate as brown oil (42 mg, 30%), which was used for the next step directly.

According to the analysis of related databases, 88709-17-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; N30 PHARMACEUTICALS, LLC; SUN, Xicheng; QIU, Jian; WO2011/38204; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 88709-17-5, 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. 88709-17-5, name is Ethyl 2-ethoxy-4-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of ethyl 2-ethoxy-4-methylbenzoate 117 (10.0 g, 48.1 mmol) in a mixture of pyridine (25 mL) and water (75 mL) was added KMn04 (22.8g, 144.2 mmol). The resulting mixture was heated at 50 C for 48 hours, then cooled and allowed to stir at room (0540) temperature for 24 hours. The mixture was filtered and the filter cake washed with hot water. The combined aqueous filtrates were washed with EtOAc (75 mL x 3) and acidified with 2M aqueous HCI solution. The mixture was extracted with CH2CI2 (150 mL x 3). The combined organic layers were washed with brine, dried (Na2S04), filtered and concentrated to give the desired compound as a white solid (5.0 g, 44%): LCMS: RT 0.25 min; m/z 239.0 [M+H]+.

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

Reference:
Patent; CTXT PTY LIMITED; STUPPLE, Paul Anthony; (88 pag.)WO2017/153519; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 88709-17-5, name is Ethyl 2-ethoxy-4-methylbenzoate, 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. COA of Formula: C12H16O3

Ethyl-2-ethoxy-4-methylbenzoate (3, 5 g, 24 mmol), freshly recrystallized N-bromosuccinimide (4.7 g, 26.4 mmol), ATBN (30 mg) were mixed in dry carbon tetrachloride (25 ml). Mixture was irradiated with light using 500 W lamp and was refluxed for 12 hr. Reaction mixture was cooled to room temperature and filtered to remove succinimide. Filtrate was washed with water fol lowed by brine wash, dried on anhydrous sodium sulfate and solvent was removed under vacuum. Residue solidifies on keeping. It was dissolved in petroleum.ether (10 ml) by refluxing. Solution was kept at room temperature for 6 hr. Product ethyl 4-bromomethyl-2-ethoxy-benzoate (4) crys tallized out as yellow crystals. Cooled in ice bath and filtered. Crystals were washed with ice-cold pet ether. Dried in air.

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

Reference:
Patent; Kalkote, Uttam R.; Gurjar, Mukund K.; Joshi, Shreerang V.; Kadam, Suresh M.; Naik, Sanjay J.; US2004/192955; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 88709-17-5, name is Ethyl 2-ethoxy-4-methylbenzoate, 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 88709-17-5, HPLC of Formula: C12H16O3

To the suspension of 700 ml of cyclo hexane, 86 g (1.0 mol) of N-bromo succinimide and 3 g (0.03 mol) of AIBN was added 100 g (1.0 ml) of Ethyl-2-ethoxy-4-methyl benzoate. Heated the resulted mass to reflux and stirred for 3-5 hr. Cooled to 50-60 C. and charged 200 ml of water, then stirred for 10-15 min. Separated the aqueous phase and organic phase. The organic phase was washed with 200 ml of 5% hydrose followed by water (200 ml) at 50-60 C. Total organic phase was distilled completely under vacuum at below 60 C. Cooled to 25-35 C. and the title compound was isolated from residue with 100 ml n-Heptane at 0-5 C. The obtained compound was recrystallised from 400 ml of n-Heptane. Dried the compound under reduced pressure at 45-50 C. The yield of the recrystallised compound is 59.2 g (43%). [0038] The obtained product was characterised by analytical techniques like IR, Mass and 1H-NMR

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

Reference:
Patent; DR. REDDY’S LABORATORIES LIMITED; DR. REDDY’S LABORATORIES, INC; US2004/249188; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 88709-17-5,Some common heterocyclic compound, 88709-17-5, name is Ethyl 2-ethoxy-4-methylbenzoate, molecular formula is C12H16O3, 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 a solution of diisopropylamine (1 .46 g, 14.4 mmol) in anhydrous THF (20 mL) at -30 C was added n-BuLi (2.4M in hexane, 5.8 mL, 14.4 mmol) slowly under a nitrogen atmosphere. The mixture was stirred at -30 C for 30 minutes then cooled to -78 C and HMPA (4.0 g) was added. A solution of ethyl 2-ethoxy-4-methylbenzoate I76 (2.0 g, 9.6 mmol) in anhydrous THF (5 mL) was then added dropwise and the resulting mixture stirred at -78 C for 2 hours. CO? (g) was bubbled through the mixture until the colour of the anion discharged then for a further 30 minutes. The reaction was allowed to warm to 10 C, then diluted with water (20 mL) and extracted with diethyl ether (2 x 20 mL). The aqueous layer was acidified to pH 2 by addition of 10% aqueous H2S04 and extracted with DCM (2 x 20 mL). The combined DCM layers were washed with water and brine, dried ( a2SC) and concentrated to give the title compound (550 mg, 23%) as yellow oil. LCMS-C: RT 2.36 min; m/z (0798) 253.1 [M+H]+

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-ethoxy-4-methylbenzoate, its application will become more common.

Reference:
Patent; CTXT PTY LTD; BERGMAN, Ylva Elisabet; FOITZIK, Richard Charles; MORROW, Benjamin Joseph; CAMERINO, Michelle Ang; WALKER, Scott Raymond; LAGIAKOS, H. Rachel; FEUTRILL, John; STEVENSON, Graeme Irvine; STUPPLE, Paul Anthony; (222 pag.)WO2016/34673; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 88709-17-5, The chemical industry reduces the impact on the environment during synthesis 88709-17-5, name is Ethyl 2-ethoxy-4-methylbenzoate, I believe this compound will play a more active role in future production and life.

Under an atmosphere of nitrogen, n-butyllithium (50 ml, 15% w/w solution in hexane) was added to a solution of diisopropylamine (7.25 g) in tetrahydrofuran (90 ml) at -30 C. The mixture was stirred at -30 C. for 30 minutes, cooled to -75 C., and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU, 30 ml), was added slowly. A solution of ethyl 2-ethoxy-4-methylbenzoate (10 g) in tetrahydrofuran (10 ml) was then added at -75 C. and the mixture was stirred for two hours. Carbon dioxide gas was then purged into the reaction mixture at -75 C. till complete decolorization. The reaction mixture was then brought to room temperature, diluted with water (100 ml), and extracted with dichloromethane (100 ml). The aqueous layer was acidified with 10% aqueous sulphuric acid to pH 1.95 and extracted with toluene. The combined toluene layer was washed with water and concentrated in vacuo. Crystallisation with ethyl acetate/petroleum ether afforded (3-ethoxy-4-ethoxycarbonyl)-phenyl acetic acid 7.2 g (59.5%).

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 2-ethoxy-4-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Banbaxy Laboratories Limited; US6686497; (2004); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 88709-17-5, 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. 88709-17-5 name is Ethyl 2-ethoxy-4-methylbenzoate, 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.

The reaction kettle was charged with ethyl 4-methyl-2-ethoxybenzoate (2.08 g, 10 mmol), isopropanol (100 mL, 1.33 mol), 30% hydrogen peroxide (13.6 mL, 12 mmol), and copper fluoride (24.9 mg, 0.3 mmol), bis- (diphenylphosphine) ethylamine (132.9 mg, 0.3 mmol), charged with 2.0 MPa of CO, heated to reflux, and stirred for 10 hours. After cooling to room temperature, a 2 mol / L potassium hydroxide aqueous solution (30 mL) was added to the reaction solution after depressurization, and the reaction was stirred at 40 C for 6 hours. Then, cyclohexane (50 mL × 3) was added to wash the reaction solution. The reaction solution was neutralized with hydrochloric acid to a pH of 7 , Concentrated under reduced pressure to about 50 mL, acidified with hydrochloric acid to pH 3, a yellow solid precipitated, filtered, and the residue was recrystallized from toluene-petroleum ether to obtain a white solid intermediate (I) (1.87 g, yield: 74.1%).

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

Reference:
Patent; Hangzhou China-USA East China Pharmaceutical Co., Ltd.; Yu Rui; Hong Xuming; Zheng Min; Shao Qingling; (8 pag.)CN110483292; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 88709-17-5, These common heterocyclic compound, 88709-17-5, name is Ethyl 2-ethoxy-4-methylbenzoate, 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 a chilled solution of diisopropylamine (67.5 ml, 0.48 mol)in THF (500 ml) a solution of n-Butyllithium in hexane (1.2 M, 300ml) was added, maintaining the temperature between -20 to -25C and stirred for l hour at ‘-15 to -25 C. After chilling the reactionmixture to about -75 C, a solution of ethyl 2-ethoxy-4-methylbenzoate (50 g, 0.24 mol) in THF (100 ml) was added,maintaining the temperature between -70 to -75 C and stirred for2.5 hours. A solution of ssoc-anhydride (57.6 g, 0.26 mol) in THF(50 ml) was added, maintaining the temperature between -70 to -75 C and stirred for l hour. After warming the reaction mixture toabout -10 C, water (500 ml) was added and stirred. The organiclayer was preserved and aqueous layer was further extracted withethyl acetate (2 x 500 ml). The extracts were combined withoriginal organic layer and combined organic phase was washedwith water and brinoe. The product was isolated by evaporating theiorganic layer underreduced pressure. Yield: 50 g, 67.5% To a chilled solution of diisopropylamine (13.5 L, 96 mol) inTHF (100 L) a solution of n-Butyllithium in hexane (1.2 M, 60 L)was added, maintaining the temperature between -20 to -25 Cand stirred for 2 hour at -15 to -25 C. After chilling the reactionmixture to about -75 C, l,3-dimethyl-3,4,5,6-tetrahydro-2(lH)-pyrimidinone (30 L)was added followed by a solution of ethyl 2-ethoxy-4-methylbenzoate (10 Kg, 48 mol) in THF (20 L),maintaining the temperature between -70 to -75 C and stirred for3 hours. A solution of Boc-anhydride (11.5 Kg, 52 mol) in THF (10L) was added, maintaining the temperature between -70 to -75 Cand stirred for 1.5 hour. After warming the reaction mixture toabout -10 C, water (100 L) was added and stirred. The organiclayer was preserved and aqueous layer was further extracted withethyl acetate (2 x 100 L). The extracts were combined with originalorganic layer and combined organic phase was washed with waterand brine. The product was isolated by evaporating the organiclayer under reduced pressure. Yield: 12.0 Kg, 81 %To a chilled solution of diisopropylamine (67.5 ml, 0.48 mol)in THF (500 ml) a solution of n-Butyllithium in hexane (1.2 M, 300ml) was added, maintaining the temperature between -20 to -25C and stirred for l hour at -15 to -25 C. After chilling the reactiormixture to about -75 C, hexamethylphosphoramide (100 ml) wasadded followed by a solution oef ethyl 2-ethoxy-4-methylbenzoate(50 g, 0.24 mol) in THF (100 ml), maintaining the temperaturebetween -70 to -75 C and stirred for 2.5 hours. A solution of Boc-anhydride (57.6 g, 0.26 mol) in THF (50 ml) was added,maintaining the temperature between -70 to -75 C and stirred forl hour. After warming the reaction mixture to about -10 C, water(500 ml) was added and stirred. The organic layer was preservedand aqueous layer jwas further extracted with ethyl acetate (2 x500 ml). The extracts were combined with original organic layerand combined organic phase was washed with water and brine.The product was isolated by evaporating the organic layer underreduced pressure. Yield: 55 g, 74%.

The synthetic route of 88709-17-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOCON LIMITED; WO2005/19140; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics