Category: 67853-03-6

Adding a certain compound to certain chemical reactions, such as: 67853-03-6, Methyl 3-(hydroxymethyl)benzoate, 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, Quality Control of Methyl 3-(hydroxymethyl)benzoate, blongs to alcohols-buliding-blocks compound. Quality Control of Methyl 3-(hydroxymethyl)benzoate

Entry 27 Boron trifluoride etherate (25 muL, 0.20 mmol, 0.2 eq.) was added dropwise at -20C under argon to a stirred solution of 2,3,4,6-tetra-O-acetyl-alpha-d-galactopyranosyl trichloroacetimidate (1c) (500 mg, 1.01 mmol, 1 eq.) and methyl 3-hydroxymethylbenzoate (2d) (503 mg, 3.03 mmol, 3 eq.) in freshly distilled CH2Cl2 (8 mL). After 1 hour, Et3N (0.2 mL) was injected into the reaction mixture. Then, the solvent was evaporated, the residue was purified by silica gel column chromatography (PE:EtOAc, 5:1 to 3:1) to afford (1-methoxycarbonylphen-3-yl)methyl 2,3,4,6-tetra-O-acetyl-beta-d-galactoside (3e) as a white foam (397 mg, 79%). Rf = 0.27 (PE:EtOAc = 2:1); [alpha]D20 = -31.8 (c = 0.4, CH2Cl2); 1H NMR (400 MHz, CDCl3), delta (ppm): 7.94 (m, 2H, 2 HAr), 7.46 (d, J = 7.6 Hz, 1H, HAr), 7.40 (t, J = 8.0 Hz, 1H, HAr), 5.36 (d, J = 2.9 Hz, 1H, H4), 5.26 (dd, J = 10.4, 8.0 Hz, 1H, H2), 4.97 (dd, J = 10.5, 3.4 Hz, 1H, H3), 4.91 (d, J = 12.6 Hz, 1H, OCH2a), 4.65 (d, J = 12.6 Hz, 1H, OCH2b), 4.51 (d, J = 8.0 Hz, 1H, H1), 4.21-4.06 (m, 2H, H6), 3.91-3.85 (m, 4H, OMe, H5), 2.13 (s, 3H, COCH3), 2.03 (s, 3H, COCH3), 2.03 (s, 3H, COCH3), 1.95 (s, 3H, COCH3); 13C NMR (100 MHz, CDCl3), delta (ppm): 170.5 (C=O), 170.3 (C=O), 170.2 (C=O), 169.6 (C=O), 166.8 (COOMe), 137.3 (CAr), 132.2 (CAr-H), 130.4 (CAr), 129.2 (CAr-H), 128.70 (CAr-H), 128.65 (CAr-H), 100.0 (C1), 70.9 (C3), 70.8 (C5), 70.1 (OCH2), 68.8 (C2), 67.1 (C4), 61.3 (C6), 52.2 (OMe), 20.7 (3 × COCH3), 20.6 (COCH3); HRMS m/z: calcd. for C23H28NaO12, [M+Na]+ 519.1473, found 519.1466.

The synthetic route of 67853-03-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Shuai; Lafont, Dominique; Rahkila, Jani; Picod, Benjamin; Leino, Reko; Vidal, Sebastien; Carbohydrate Research; vol. 372; (2013); p. 35 – 46;,
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Adding a certain compound to certain chemical reactions, such as: 67853-03-6, Methyl 3-(hydroxymethyl)benzoate, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

3-HYDROXYMETHYL-BENZOIC acid methyl ester (200 mg, 1.20 mmol) was dissolved in dichloromethane (5 ml). PCC (388 mg, 1.8 mmol) was added therein. The reaction mixture was stirred at room temperature for 3 hours to give 3-FORMYL-BENZOIC acid methyl ester (140 mg, yield: 72%, white solid).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67853-03-6, Methyl 3-(hydroxymethyl)benzoate, and friends who are interested can also refer to it.

Reference:
Patent; JE IL PHARMACEUTICAL CO., LTD.; WO2004/113281; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 67853-03-6, Methyl 3-(hydroxymethyl)benzoate, 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, 67853-03-6, blongs to alcohols-buliding-blocks compound. Product Details of 67853-03-6

To the solution of compound B4 (28 g, 0.168 mol) in 700 mL of Et2O was added PBr3 (17.4 mL, 0.185 mol) dropwise. The solution was stirred for 2 h, and then the reaction was poured into 500 mL of ice-water. The aqueous layer was extracted with Et2O. The combined organic layers were washed with sat. NaHCO3, water, and brine consecutively. The organic phase was dried over Na2SO4, filtered and concentrated under reduced pressure to give 34 g of compound B5 as an oil (yield: 70%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,67853-03-6, its application will become more common.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; KREMOSER, Claus; ABEL, Ulrich; STEENECK, Christoph; KINZEL, Olaf; WO2011/20615; (2011); A1;,
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Related Products of 67853-03-6, 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 67853-03-6 as follows.

To a solution of methyl 3-(hydroxymethyl)benzoate (3.0 g) obtained in the above-mentioned reaction and dihydropyran in acetonitrile was added p-toluenesulfonic acid monohydrate, and the mixture was stirred at room temperature for 1 day. Saturated aqueous sodium hydrogen carbonate solution was added, and acetonitrile was evaporated under reduced pressure. The mixture was extracted with ethyl acetate, and the organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine. The organic layer was dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column (5% ethyl acetate/hexane to 20% ethyl acetate/hexane) to give a brown oil (5.0 g). The object product was used for the next reaction without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,67853-03-6, its application will become more common.

Reference:
Patent; Taniguchi, Takahiko; Miyata, Kenichi; Kubo, Osamu; Matsui, Junji; US2009/325956; (2009); A1;,
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Related Products of 67853-03-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 67853-03-6, name is Methyl 3-(hydroxymethyl)benzoate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: In a plastic reaction vessel equipped with a Teflon-coated magnetic stiffer was charged DEOXO-FLUOR (6 eq., 2.7 M solution in toluene). To this was then added sequentially 3-acetyl-benzoic acid methyl ester (1 eq.) and ethanol (1 eq.), and the resulting mixture was heated at 85C for 3 days. The reaction mixture was then cooled to RT, diluted with EtOAc and washed with brine. The organic extract was then dried over MgSO4, filtered and the filtrate concentrated in vacuo. Purification of the residue thus obtained by way of column chromatography (Si02, gradient elution, Hex -> 9:1 (v/v) Hex: EtOAc) afforded the intermediate ester as a colorless oil. This was then immediately taken up in methanol (0.1 M), added lithium hydroxide (1 eq.) and then stirred at RT for 16 h. The resulting reaction mixture was carefully neutralized with HC1 (4 M in dioxane) and the volatiles were removed in vacuo. The resulting residue was subjected to column chromatography (Si02, gradient elution, 9:1 (v/v) Hex: EtOAc-> EtOAc) to furnish the desired product as a white solid (68% yield). Prepared in an analogous fashion to Intermediate acid 4, but using 3- hydroxymethyl-benzoic acid methyl ester (1 eq.) in place of 3-acetyl-benzoic acid methyl ester and DAST (1.5 eq.) in place of DEOXO-FLUOR. Furthermore, the reaction took place at -78C over 1 h instead of 85C over 3 days (14% yield).

According to the analysis of related databases, 67853-03-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK PATENT GMBH; JORAND-LEBRUN, Catherine; LAN, Ruoxi; CHEN, Austin; CLARK, Ryan C.; (268 pag.)WO2017/49068; (2017); A1;,
Alcohol – Wikipedia,
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Related Products of 67853-03-6 ,Some common heterocyclic compound, 67853-03-6, molecular formula is C9H10O3, 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 stirred solution of methyl 3-(hydroxymethyl)benzoate (1.31 g, 7.88 mmol) in THF (10 mL) at RT, was added Cs2CO3 (3.8 g, 11.7 mmol) and the mixture stirred for 20 mm. To this was added a solution of 6-chloropyrimidine-4-carbonitrile B-i (750 mg, 7.17 mmol) in THF (15 mL) and the mixture stirred at RT for 16 h. The mixture was partitioned between water (100 mL) and EtOAc (50 mL). The organic layer was separated and the aqueous layer was re-extracted with EtOAc (20 ml). The combined organic layers were dried (MgSO4), filtered, and then concentrated under reduced pressure. The crude residue was purified (silica gel; eluting with 0- 60% EtOAc in hexanes), to afford compound B-2 as an off-white solid (1.01 g, 52%). ?H NMR (300 MHz, DMSO-d6): 8.97 (m, 1H), 8.06 (m, 1H), 7.94 (m, 1H), 7.82 (m, 1H), 7.75 (m, 1H), 7.56 (m, 1H), 5.56 (s, 2H), 3.84 (s, 3H); LCMS Mass: 270.0 (M+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. 67853-03-6, Methyl 3-(hydroxymethyl)benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 67853-03-6, 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. 67853-03-6, name is Methyl 3-(hydroxymethyl)benzoate, molecular formula is C9H10O3, The 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 solution of methyl 3-(hydroxymethyl)benzoate (0.30 g, 1.8 mmol) in DMF (5 mL), cooled to 0C, was added sodium hydride (60% dispersion in mineral oil, 0.086 g, 2.15 mmol). The reaction mixture was stirred at this temperature for 10 minutes and then at room temperature for 20 minutes. 2-(3-chloropropyl)-l,3-dioxalane (0.25 g, 1.8 mmol) was added and the reaction stirred room temperature for 5 hours. The reaction mixture was quenched with water and saturated aqueous sodium carbonate added. The mixture extracted with ethyl acetate (x3) and the combined organic extracts dried over anhydrous magnesium sulfate, filtered and the filtrate evaporated at reduced pressure. The residue was diluted with THF / MeOH (4.5 mL / 4.5 mL) and 2M aqueous sodium hydroxide (4.5 mL) added. The reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure to half the volume and the pH adjusted with aqueous 1M hydrochloric acid. The mixture was extracted with ethyl acetate (x2) and the combined organic extracts dried over anhydrous magnesium sulfate, filtered and the filtrate evaporated at reduced pressure to afford the title compound (0.25 g, 52%).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 67853-03-6, Methyl 3-(hydroxymethyl)benzoate.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; RANCATI, Fabio; RIZZI, Andrea; CARZANIGA, Laura; LINNEY, Ian; (108 pag.)WO2017/93208; (2017); A1;,
Alcohol – Wikipedia,
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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. 67853-03-6, name is Methyl 3-(hydroxymethyl)benzoate, molecular formula is C9H10O3, The 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. Recommanded Product: Methyl 3-(hydroxymethyl)benzoate

General procedure: A solution of the appropriate ethyl or methyl esters 21a-d (1.0 mmol) in methanol (5 mL) was prepared in a 10 mL CEM microwave vessel. Hydrazine hydrate 50% (5.0 mmol) was added, the vessel was capped and placed in a microwave reactor and the reaction carried out with the following method in dynamic mode: 140 C, 60 min, 100 W, with high stirring. After completion the reaction mixture was transferred to a round bottom flask and the solvent evaporated under reduced pressure. The crude product was transferred to an Erlenmeyer flask and suspended in dichloromethane, heated at 50 C for 5 min, rapidly vacuum filtered and washed with the same solvent, to obtain the pure product (yield 80-90%). When the product was found to be still not pure, the purification procedure was repeated.

With the rapid development of chemical substances, we look forward to future research findings about 67853-03-6.

Reference:
Article; Rupiani, Sebastiano; Buonfiglio, Rosa; Manerba, Marcella; Di Ianni, Lorenza; Vettraino, Marina; Giacomini, Elisa; Masetti, Matteo; Falchi, Federico; Di Stefano, Giuseppina; Roberti, Marinella; Recanatini, Maurizio; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 63 – 70;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 67853-03-6, Adding some certain compound to certain chemical reactions, such as: 67853-03-6, name is Methyl 3-(hydroxymethyl)benzoate,molecular formula is C9H10O3, 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 67853-03-6.

To a cooled (0 C) solution of 3 (4.6 g, 27.5 mmol) in anhydrous DCM (75 ml) was slowly added PBr3 solution (11.2 g, 41.3 mmol) under nitrogen atmosphere. The reaction mixture was allowed to gradually reached room temperature and stirred for 2 hours. The reaction vessel was cooled in ice bath and the contents were quenched by slowly adding saturated NaHCO3 solution till slightly basic pH (7 – 8). The organic layer was washed with brine, water, dried with sodium sulphate and evaporated to yield 4 as white crystals (4.4 g, 69%). The product was used in the next step without further purification.

According to the analysis of related databases, 67853-03-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Veron, Jean-Baptiste; Joshi, Advait; Wallinder, Charlotta; Larhed, Mats; Odell, Luke R.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 2; (2014); p. 476 – 479;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.67853-03-6, name is Methyl 3-(hydroxymethyl)benzoate, molecular formula is C9H10O3, molecular weight is 166.1739, as common compound, the synthetic route is as follows.Computed Properties of C9H10O3

To a solution of PI-23a (4.1 g, 24.7 mmol, 1.0 eq) in THF (100 mL) was successively added 1,4-hydroquinone (5.4 g, 49.4 mmol, 2.0 eq), PPh3 (13.0 g, 49.4 mmol, 2.0 eq) and DEAD (8.6 g, 49.4 mmol, 2.0 eq) at 0C. The mixture was allowed to warm to room temperature and stirred for 16 h. Then the mixture was quenched with H2O (100 mL) and extracted with ethyl acetate (2100 mL). The combined organic layers were dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on a silica gel (PE/EA, 2:1) to give compound PI-23b (2.1 g, 33%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67853-03-6, Methyl 3-(hydroxymethyl)benzoate, and friends who are interested can also refer to it.

Reference:
Patent; Foresee Pharmaceuticals Co., Ltd.; YANG, Wenjin; CHANG, Kai-Wei; LIU, Suying; TSAI, Cheng-Han; (98 pag.)US2019/352288; (2019); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts