Category: 626-18-6

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. 626-18-6, name is 1,3-Benzenedimethanol. This compound has unique chemical properties. The synthetic route is as follows. name: 1,3-Benzenedimethanol

Example 4Dimer 18 (IGN-Ol):[221] To a stirred solution of 1,3-Benzenedimethanol 16 (11 mg, 0.08 mmol) in anhydrous dichloromethane (0.8 rnL) was added triethylamine (33 mul, 0.24 mmol) then methanesulfonyl chloride (16 muL, 0.21 mmol) dropwise in 15 minutes at -5 ~ -10 0C. The solution was stirred at – 5 – 10 0C for another 60 minutes and was quenched with ice/water, diluted with cold ethyl acetate. The mixture was separated and the organic layer was washed with cold water, dried over anhydrous sodium sulfate. It was filtered and the filtrate was evaporated by rotary evaporation in vacuo (temperature <; 35 0C). The residue 17 was high vacuumed for a few hours before being dissolved in anhydrous DMF (1.5 mL). IBD monomer 7 (94 mg, 0.32 mmol), anhydrous potassium carbonate (50 mg, 0.36 mmol) and potassium iodide (27 mg, 0.16 mmol) were added subsequently. The mixture was stirred at room temperature for 17 hours (checked by mass spectrum) and diluted with dichloromethane. It was washed with brine, dried over anhydrous sodium sulfate and filtered. The filtrate was evaporated under reduced pressure and the residue was purified by reverse phase HPLC (C 18 column, CH3CN/H2O, loaded column with CH3CN/H2O, 3:1, stirred for 30 min and centrifuged before injection) to furnish dimer 18 (IGN- 01, 6.6 mg) as a white solid. 1R NMR (400 MHz, CDCl3): delta 8.21 (d, J = 8.0 MHz, 2H), 7.79 (d, J = 4.4 MHz, 2H), 7.51 (s, 2H), 7.46 (s, IH), 7.36 (bs, 3H), 7.23-7.18 (m, 4H), 7.06-7.03 (m, 2H), 6.79 (s, 2H), 5.20 (d, J = 12.4 MHz, 2H), 5.14 (d, J = 12.4 MHz, 2H), 4.41 (ddd, Jl = 10.8 MHz, J2 = 4.4 MHz, J3 = 4.0 MHz, 2H), 3.92 (s, 6H), 3.64 (dd, Jl = 17.2 MHz, J2 = 11.2 MHz, 2H), 3.42 (dd, Jl = 16.8 MHz, J2 = 4.0 MHz, 2H); HRMS (ESI, m/z): calc. 691.2557 (M + H)+, found 691.2570. Example 5Dimer 19 (IGN-02):[222] To a stirred solution of 1,3-Benzenedimethanol 16 (10 mg, 0.074 mmol) in anhydrous dichloromethane (0.8 rnL) was added triethylamine (31 mul, 0.22 mmol) then methanesulfonyl chloride (15 muL, 0.19 mmol) dropwise in 15 minutes at -5 ~ -10 0C. The solution was stirred at - 5 - 10 0C for another 60 minutes and was quenched with ice/water, diluted with cold ethyl acetate. The mixture was separated and the organic layer was washed with cold water, dried over anhydrous sodium sulfate. It was filtered and the filtrate was evaporated by rotary evaporation in vacuo (temperature <; 35 0C). The residue 17 was high vacuumed before dissolving in anhydrous DMF (1.5 rnL). OBD monomer 14 (70 mg, 0.28 mmol), anhydrous potassium carbonate (51 mg, 0.37 mmol) and potassium iodide (25 mg, 0.15 mmol) were added subsequently. The mixture was stirred at room temperature for 17 hours (checked by mass spectrum) and diluted with dichloromethane. It was washed with brine, dried over anhydrous sodium sulfate and filtered. The filtrate was evaporated under reduced pressure and the residue was purified by reverse phase HPLC (C 18 column, CH3CN/H2O, loaded column with CH3CN/H2O, 3:1, stirred for 30 min and centrifuged before injection) to furnish dimer 19 (IGN- 02, 10.0 mg) as a white solid. 1H NMR (400 MHz, CDCl3): delta 7.75 (d, J = 4.0 MHz, 2H), 7.50-7.48 (bs, 3H), 7.38 (bs, 3H), 6.83 (s, 2H), 5.26 (d, J = 5.2 MHz, 2H), 5.21 (d, J = 14.4 MHz, 2H), 5.15 (d, J = 14.0 MHz, 2H), 5.03 (d, J = 5.6 MHz, 2H), 4.34-4.30 (m, 2H), 3.94 (s, 6H), 3.86-3.76 (m, 2H); HRMS (ESI, m/z): calc. 599.2142 (M + H)+, found 599.2184. 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, 626-18-6, 1,3-Benzenedimethanol. Reference:
Patent; IMMUNOGEN, INC.; LI, Wei; FISHKIN, Nathan, Elliott; ZHAO, Robert, Yongxin; MILLER, Michael, Louis; CHARI, Ravi, V., J.; WO2010/91150; (2010); A1;,
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Electric Literature of 626-18-6, 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 626-18-6, name is 1,3-Benzenedimethanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of sinomenine (658 mg, 2 mmol), p-xylylene glycol (138 mg, 1 mmol) and triphenylphosphine (768 mg, 3 mmol) in dried THF (10 mL) was added a solution of diisopropyl azodicarboxylate (0.59 mL, 3 mmol) in dry THF (2 mL) over a period of 30 min. The reaction mixture was stirred at room temperature for 12 h and then the solvent THF was removed under vacuum. Purification by silica gel column chromatography (EtOAc/CH2Cl2/MeOH, 100:0:0-0:6:1, v/v/v) afforded the title compounds (403 mg, 53%)

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 626-18-6, 1,3-Benzenedimethanol.

Reference:
Article; Teng, Peng; Liu, Hai-Liang; Zhang, Lei; Feng, Li-Li; Huai, Yue; Deng, Zhang-Shuang; Sun, Yang; Xu, Qiang; Li, Jian-Xin; European Journal of Medicinal Chemistry; vol. 50; (2012); p. 63 – 74;,
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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. 626-18-6, name is 1,3-Benzenedimethanol. A new synthetic method of this compound is introduced below., SDS of cas: 626-18-6

Complex 2 (8.3 mg, 10 mmol), CsOHH2O (0.84 g, 5 mmol),alcohol (5 mmol) was added to a 25 mL schlenk tube and the solutionwas heated at 150 C (oil bath) for 24 h in an open systemunder argon. After cooling to room temperature, the degassedwater (5 mL)was added and the mixturewas extracted with diethylether (3 10 mL). A sample of ether phasewas subjected to the GCMSanalysis and the residual solution was evaporated, then subjected to the NMR analysis. The aqueous phase was acidifiedwith 6 M HCl and extracted with ethyl acetate (5 20 mL). Thecombined organic phasewaswashed with brine (25 mL), dried overanhydrous Na2SO4, and evaporated under reduced pressure, thepure carboxylic acid was collected and weighed for calculating theyield, which was further characterized by its 1H NMR which isconsist with the standard sample.

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, 626-18-6, 1,3-Benzenedimethanol.

Reference:
Article; Dai, Zengjin; Luo, Qi; Meng, Xianggao; Li, Renjie; Zhang, Jing; Peng, Tianyou; Journal of Organometallic Chemistry; vol. 830; (2017); p. 11 – 18;,
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Reference of 626-18-6 ,Some common heterocyclic compound, 626-18-6, molecular formula is C8H10O2, 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.

1,3-benzene dimethanol (82.5 mg, 0.5971 mmol), compound 14 (191.2 mg, 0.5971 mmol), in dichloromethane (5 mL) solution, EDCl / HCl (228.9 mg, 1.1942 mmol) and DMAP (14.6 mg 0.1194 mmol)) were added , under an argon atmosphere and stirred at room temperature for 1 hour. The solvent was evaporated, and the residue was purified by column chromatography (hexane: ethyl acetate = 4: 1 to 2: 1) to give the title compound 17-1 (112.7 mg, 0.2558 mmol, 42.84%, colorless oil) was Obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,626-18-6, its application will become more common.

Reference:
Patent; THE UNIVERSITY OF TOKYO; TOHOKU UNIVERSITY; OHWADA, TOMOHIKO; NAKAMURA, SHO; JUNG, SEJIN; OTANI, YUKO; SAYAMA, MISA; AOKI, JUNKEN; (80 pag.)JP2016/17036; (2016); A;,
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Application of 626-18-6, 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 626-18-6, name is 1,3-Benzenedimethanol. This compound has unique chemical properties. The synthetic route is as follows.

1,3-phenylenedimethanol (2.18 g, 15.778 mmol) was dissolved in DMF (21.80 ml) and cooled to 0 C, Imidazole (2.148 g, 31.557 mmol) was added followed by the addition of tert-Butyldimethylchlorosilane (2.378 g, 15.778 mmol). The mixture was stirred at 0 C for 1 h and allowed to warm up to r.t. and stirred overnight. Upon completion of the reaction, the mixture was quenched with sat. aq. NH4C1 (10 ml), extracted with EtOAc (2 x 100 ml). The organic layer was washed with sat. aq. NaHC03solution (10 ml), dried over Na2S04and concentrated. The residue was purified by flash chromatography to give (3-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)methanol (393) as colorless oil (1.73 g, 43.4% yield)

According to the analysis of related databases, 626-18-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EISAI R&D MAN CO LTD; E Ja I Al Aendeu D Maenijimeonteu Gabu Siki Ga I Sya; ZHENG WANJUN; Jaeng , -wan-jun; ZHU XIAOJIE; Ju , -sya-o-ji-e; DU HONG; Du , -hong; POSTEMA MAARTEN; Po Seu-te-ma-, -ma-a-reu-ten; JIANG YIMIN; Jang , -w-min; LI JING; Ri , -jing; YU ROBERT; Yu , -ro-beo-teu; CHOI HYEONG WOOK; Choe , -hyeong—uk; LEE JAEMOON; I , -jae-mun; FANG FRANK; Paeng , -peu-rang-keu; CUSTAR DANIEL; Ku Seu-ta-, -da-ni-el; (178 pag.)KR2018/83863; (2018); A;,
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Electric Literature of 626-18-6, 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. 626-18-6, name is 1,3-Benzenedimethanol. A new synthetic method of this compound is introduced below.

Example 6Direct Single-Stage Amination of Alcohols andHydroxy Acids by Means of Ammonia Over aHomogeneous Ruthenium Catalyst and Xantphos ata high V7J Vgas (according to the invention)Under an argon atmosphere, m g of starting material, mRU g of [carbonylchlorohydridotris(triphenylphosphane)ruthenium(II)] and mp g of 9,9-dimethyl-4,5-bis (diphenylphosphino)xanthene as catalyst and V07 ml of 2-methyl-2-butanol as solvent were introduced into a 50 mlsteel tube. The vessel was closed, pressurized three times with 20 bar of argon and depressurized each time. The vessel was then cooled by means of dry ice and m g of ammonia were condensed in. The reactor is heated to T C. and maintained at this temperature for 20 hours. Afier cooling to room temperature, the reactor was depressurized and opened, the solvent was removed on a rotary evaporator and the residue was dissolved in methanol and then analysed by gas chromatography. Reaction parameters and conversions and selectivities to the desired reaction product are shown in Tab. 5. The results show that many different hydroxy-thnctionalized substrates can be aminated by the method described.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,626-18-6, 1,3-Benzenedimethanol, and friends who are interested can also refer to it.

Reference:
Patent; EVONIK DEGUSSA GmbH; Klasovsky, Florian; Tacke, Thomas; Pfeffer, Jan Christoph; Haas, Thomas; Beller, Matthias; Martin, Andreas; Deutsch, Jens; Koeckritz, Angela; Imm, Sebastian; Haberland, Juergen; US2013/331580; (2013); A1;,
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Reference of 626-18-6 ,Some common heterocyclic compound, 626-18-6, molecular formula is C8H10O2, 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 solution of 1,3-benzenedimethanol (1 g) in tetrahydrofuran (10 mL) was added sodium hydride (60%, 318 mg) under ice-cooling, and the mixture was stirred for 30 minutes. To the reaction mixture was added tert-butyldimethylsilyl chloride (1.09 g), and the mixture was stirred at room temperature for 4 days. Ice water was added to the reaction mixture, and the resulting mixture was extracted with diethyl ether. The extract was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate = 5/1) to give the title compound (528 mg).1H-NMR (CDCl3) delta ppm: 0.10 (6H, s), 0.95 (9H, s), 1.59 (1H, t, J=5.9Hz), 4.70 (2H, d, J=5.9Hz), 4.75 (2H, s), 7.20-7.40 (4H, m)

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. 626-18-6, 1,3-Benzenedimethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP1400529; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 626-18-6, 1,3-Benzenedimethanol, 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, 626-18-6, blongs to alcohols-buliding-blocks compound. 626-18-6

To a stirred solution of 1, 3-phenylenedimethanol (1) (5 g, 36.496 mmol) in THF (100 mL) was treated with NaH (1.17 g, 29.197 mmol) at 0C to RT for 30 min. Ethyl iodide (2.3 ml, 29.197 mmol) in THF (10 mL) was added to above reaction mixture at OC and stirred at 50 C for 16h under nitrogen atmosphere. The reaction mixture was quenched with ice water and extracted with ethyl acetate (3x100mL). Combined organic layers were washed with brine (2×100 mL) and dried over Na2SO4, evaporated under reduced pressure. Crude residue was purified by Combi-flash chromatography using 20 % ethyl acetate in pet-ether to afford (3-(ethoxy methyl) phenyl) methanol 3 (2.1g, 12.65 mmol, 34 % yield) as a yellowish oily liquid. TLC system: 40 % ethyl acetate in pet-ether – Rf: 0.50; LCMS: m/z = 120.99 (M-46) +

With the rapid development of chemical substances, we look forward to future research findings about 626-18-6.

Reference:
Patent; COCRYSTAL PHARMA, INC.; JACOBSON, Irina, C.; FEESE, Michael, David; LEE, Sam, Sk; (249 pag.)WO2018/200425; (2018); A1;,
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626-18-6, 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. 626-18-6, name is 1,3-Benzenedimethanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 1,3-phenylenedimethanol (2) (3.51?g, 25.4?mmol) in tetrahydrofuran (THF; 84.4?mL) at 0?C was added 55% sodium hydride (dispersion in paraffin liquid, 1.11?g, 25.4?mmol). After dropping 4-methoxybenzyl chloride (3.43?mL, 25.4?mmol), tetrabutylammonium iodide (1.00?g, 2.71?mmol) was added. The reaction mixture was stirred for 1?h?at room temperature and for 3?h?at 60?C, and then saturated aqueous ammonium chloride was added at 0?C. The mixture was extracted with ethyl acetate, and the organic layer was dried over sodium sulfate. After filtration of the mixture and evaporation of the solvent, the crude product was purified by column chromatography on silica (eluant: hexane/ethyl acetate?=?6/1) to afford 3 (2.15?g, 33%). 1H NMR (CDCl3, 300?MHz): delta 7.37-7.28 (6H, m, Ar), 6.92-6.88 (2H, m, Ar), 4.71 (2H, s, 1-H), 4.53 (2H, s, Bn), 4.51 (2H, s, Bn), 3.81 (3H, s, OCH3); 13C NMR (CDCl3, 300?MHz): delta 159.17 (4′), 141.09, 138.58, 130.17, 129.39, 128.53, 126.95, 126.27, 126.14, 113.77 (3′), 71.85 (PMPCH2 or PMBOCH2), 71.66 (PMPCH2 or PMBOCH2), 65.04 (CH2OH), 55.21 (CH3O); HR MS: calcd for C16H18O3Na [M+Na]+ 281.1148, found 281.1160.

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, 626-18-6, 1,3-Benzenedimethanol.

Reference:
Article; Tanaka, Makoto; Zhu, Yunhao; Shionyu, Masafumi; Ota, Nozomi; Shibata, Natsumi; Watanabe, Chihiro; Mizusawa, Akihito; Sasaki, Ryuzo; Mizukami, Tamio; Shiina, Isamu; Hasegawa, Makoto; European Journal of Medicinal Chemistry; vol. 146; (2018); p. 636 – 650;,
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626-18-6 , The common heterocyclic compound, 626-18-6, name is 1,3-Benzenedimethanol, molecular formula is C8H10O2, 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.

Step 1: Synthesis of 3-(hydroxymethyl)benzyl 2-acetoxybenzoate (CD2-L10-OH) A solution of aspirin acid chloride (3.0 g, 16.7 mmol, freshly prepared from aspirin using oxalyl chloride/DMF method) in dichloromethane (15 mL) was added to a stirred solution of 1,3-benzenedimethanol (HO-L10-OH, 2.3 g, 16.6 mmol) and triethylamine (6.96 mL, 49.9 mmol) in dichloromethane (12 mL) at 0 C. The mixture was stirred at RT for 8 h when TLC analysis of the mixture indicated completion of the reaction. The mixture was concentrated and the residue was partitioned between ethyl acetate (100 mL) and water (50 mL). The organic layer was separated, washed with brine (1*50 mL), dried over anhydrous Na2SO4 and concentrated in vacuo to give the crude oily residue which was purified by column chromatography (silica gel, 150.0 g, 200-400 mesh, 30% EtOAc in hexane) to afford the title compound as colorless oil. Yield: 1.9 g (38.2%); 1H NMR (CDCl3, 300 MHz): delta 1.99 (t, J=5.7 Hz, 1H), 2.14 (s, 3H), 4.73 (d, J=5.4 Hz, 2H), 5.33 (s, 2H), 7.10 (d, J=8.1 Hz, 1H), 7.30-7.43 (m, 5H), 7.58 (dt, J=7.8, 1.5 Hz, 1H), 8.08 (dd, J=7.8, 1.5 Hz, 1H); MS m/z: 301.1 [M+H]+, 323.1 [M+Na]+.

According to the analysis of related databases, 626-18-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PIRAMAL LIFE SCIENCES LIMITED; US2011/263526; (2011); A1;,
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