Category: alcohols-buliding-blocks

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. 7287-81-2, name is 1-(m-Tolyl)ethanol. A new synthetic method of this compound is introduced below., Safety of 1-(m-Tolyl)ethanol

General procedure: A 1,2-dichloroethane (2.0 or 5.0 mLmL) solution of alcohol 1 (0.3mmol), enol acetate 2 (0.3mmol), and ReBr(CO)5 (5mol%) was stirred under an atmosphere of nitrogen at 80C for 5h. After the reaction was complete, H2O was added to the reaction mixture and extracted with ethyl acetate. The organic layer was dried with MgSO4. The resulting mixture was filtered, and the filtrate was concentrated. Purification of the residue by silica gel column chromatography afforded carbonyl compounds. Further purification was carried out by recyclable preparative HPLC, if necessary. The structures of the products were assigned by their 1H and 13C NMR, and mass spectra. The product was characterized by comparing its spectral data with those of authentic sample or previous reports 3a [23], 3b [24], 3c [24a], 3e [25], 3f [24a,26], 3h [27], 3i [28], 3j [29], 3k [25], 3l [30], 3m [31], 4b [27], 4d [32], 4g [24a,33], 4h [34], 6a [35], 6g [24a], 6h [36], 8e [37], and 8e? [38]. The structures of the products (3d, 4c, 4e, 4f, 4i, 6b, 6c, 6d, 6e, 6f, 6i, 6j, 6k, 6l, 8a, 8a?, 8b, 8b?, 8c, 8c?, 8d, 8d?, 8f, 8f?, 8g, and 8g?) were assigned by their 1H and 13C NMR, IR, and high resolution mass spectra analysis.

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, 7287-81-2, 1-(m-Tolyl)ethanol.

Reference:
Article; Umeda, Rui; Takahashi, Yuuki; Yamamoto, Takaaki; Iseki, Hideki; Osaka, Issey; Nishiyama, Yutaka; Journal of Organometallic Chemistry; vol. 877; (2018); p. 92 – 101;,
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Synthetic Route of 702-98-7, 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 702-98-7, name is 2-Methyladamantan-2-ol. This compound has unique chemical properties. The synthetic route is as follows.

REFERENCE EXAMPLE 1 Synthesis of 2-methyleneadamantane One liter flask equipped with a Dean-Stark condenser was charged with 166.3 g (1.0 mol) of 2-methyl-2-adamantanol (supplied by Sigma-Aldrich Co.), 2.0 g (20 mmol) of sulfuric acid and 500 g of toluene. The content was heated to the solvent reflux temperature. While toluene and water produced through the reaction were collected as an azeotrope by the Dean-Stark condenser, the reaction mixture was refluxed for 2 hours. After completion of the reaction, the catalyst was removed by washing the reaction mixture with water and the obtained organic phase was concentrated to dryness to give 152.5 g of white solid 2-methyleneadamantane (purity: 99.0%, yield: 98.0%).

According to the analysis of related databases, 702-98-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TOSOH CORPORATION; US2003/139613; (2003); A1;,
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Application of 13674-16-3, 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.13674-16-3, name is Methyl 2-hydroxy-3-phenylpropanoate, molecular formula is C10H12O3, molecular weight is 180.2, as common compound, the synthetic route is as follows.

EXAMPLE 11 2-[4′-(2-Benzyl-benzofuran-3-yl)-biphenyl-4-yloxy]-3-phenyl-propionic acid The title compound was prepared from 4′-(2-benzyl-benzofuran-3-yl)-biphenyl-4-ol, and 3-phenyllactic acid methyl ester, in substantially the same manner, as described in Example 1, steps g-h, and was obtained as a white solid, mp 164-166 C.; MS m/e 524 (M+); Analysis for: C36H28O4 Calc’d: C, 82.42; H, 5.38 Found: C, 82.14; H, 5.20.

Statistics shows that 13674-16-3 is playing an increasingly important role. we look forward to future research findings about Methyl 2-hydroxy-3-phenylpropanoate.

Reference:
Patent; American Home Products Corporation; US6232322; (2001); B1;,
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Electric Literature of 647-42-7, Adding some certain compound to certain chemical reactions, such as: 647-42-7, name is 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol,molecular formula is C8H5F13O, 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 647-42-7.

Ways carboxylic acid (3d) can be synthesized by a known method, using the above shown illustrated by a compound (3c) was synthesized. In addition, the use of thionyl chloride to the carboxylic acid (3d) to the acid chloride derivative, gallic acid and so hydrate obtained by reacting a carboxylic acid (3e). The use of thionyl chloride acid (. 3E) to the acid chloride derivative, in the presence of DIPEA diol (3d) obtained by reacting the compound (24).

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. 647-42-7, 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Fuji Photo Film Co., Ltd.; Song, Shantashi; Jia, tengjunye; (56 pag.)CN104159996; (2016); B;,
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Related Products of 15852-73-0 ,Some common heterocyclic compound, 15852-73-0, molecular formula is C7H7BrO, 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.

Example 50 {[(3-Bromophenyl)methyl]oxy}(1,1-dimethylethyl)dimethylsilane TBSCl (18.7 g, 124.3 mmol), Et3N (14.08 g, 139.2 mmol) and DMAP (194.3 mg, 8.9 mmol) were dissolved in CH2Cl2 (120 mL) and the solution was cooled to 0-5 C. (3-Bromophenyl)methanol (18.5 g, 99.4 mmol) was added dropwise to the solution. After the addition of the (3-Bromophenyl)methanol, the mixture was warmed to room temperature and stirred for 2 h. 5% HCl was added to the reaction mixture to adjust the pH=4-5. Then the organic phase was separated and the aqueous layer was extracted with CH2Cl2 (50 mL*2). The combined organic phases were washed with water and dried over Na2SO4. After removing the solvent, 28.5 g of {[(3-bromophenyl)methyl]oxy}(1,1-dimethylethyl)dimethylsilane was obtained (Yield: 95.1%).

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. 15852-73-0, (3-Bromophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Glaxo Group Limited; US2009/203657; (2009); A1;,
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Electric Literature of 109-83-1, Adding some certain compound to certain chemical reactions, such as: 109-83-1, name is 2-(Methylamino)ethanol,molecular formula is C3H9NO, 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 109-83-1.

10 g (calculated on the basis of the dry substance) of a Pd-doped copper catalyst on active carbon (Degussa AG, CE 1015 OY/W) suspended in water was placed first analogously to example 1 in an autoclave and 61 g ethanolamine and 272 g sodium hydroxide solution (15% by weight) were added. The autoclave was closed and the contents were heated to 160 C. The pressure was kept at 12 bar (absolute) and the hydrogen that formed was continuously discharged by a pressure control valve. After the end of the reaction (which is evident from the decrease in gas release) it was cooled to 90 C. and the catalyst was removed from the product solution by filtration. 315 g filtrate which contained 29.8 g % by weight Na glycinate was obtained (corresponds to a yield of 96.7% of theory).The filtered catalyst was suspended in 10 g water and fed back into subsequent batches.

According to the analysis of related databases, 109-83-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Thalhammer, Franz; Gastner, Thomas; US2009/163739; (2009); A1;,
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Related Products of 575-03-1 ,Some common heterocyclic compound, 575-03-1, molecular formula is C10H5F3O3, 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: The compounds 2a-e and 3a-e were synthesized according to the method from literature [26?28].To a solution of compound 1a-e (10.0 mmol) in acetone (30 mL), 1,2?dibromoethane or1,3-dibromopropane (30.0 mmol) and potassium carbonate (12.3 mmol) were added. The reactionmixture was stirred at 56¡ã C for 10 h, then poured into water, and extracted with ethyl acetate (30 mL x 3).The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,575-03-1, its application will become more common.

Reference:
Article; Tian, Ye; Liang, Zhen; Xu, Hang; Mou, Yanhua; Guo, Chun; Molecules; vol. 21; 6; (2016);,
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Adding a certain compound to certain chemical reactions, such as: 25125-21-7, 1-Hydroxymethyl-3-cyclopentene, 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, Recommanded Product: 25125-21-7, blongs to alcohols-buliding-blocks compound. Recommanded Product: 25125-21-7

To a solution of cyclopent-3-enylmethanol 146-2 (4.0 g, 41 mmol) in dichloromethane (150 mL) at 0C was added 3-chloroperbenzoic acid (10 g, 45 mmol, 77% purity) by portion. The reaction was stirred overnight. Dichloromethane (150 mL) was added. The organics was washed with sodium thiosulfate (12 g in 10 mL water), followed by saturated NaHCCb (40 mL). This was repeated till all the remaining 3-chloroperbenzoic acid was washed away. The organic was dried over MgSC. Evaporation of solvent gave a mixture of cis- and trans- 6- oxabicyclo[3.1.0]hexan-3-ylmethanol 146-3 (2.6 g, 57 %) as a yellow oil. GC-MS: m/z 114 (5) (M+), 95 (15), 88 (100), 81 (15).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,25125-21-7, 1-Hydroxymethyl-3-cyclopentene, and friends who are interested can also refer to it.

Reference:
Patent; ARBUTUS BIOPHARMA CORPORATION; MENDEZ, Patricia; SYMONDS III, William T.; DIETERICH, Douglas; (290 pag.)WO2019/51257; (2019); A2;,
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Related Products of 575-03-1, 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. 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin, molecular formula is C10H5F3O3, 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.

General procedure: The appropriate bromoketone (6a-o) (1.7 mmol) and triethylamine (1.6 mmol) were added to as olution of either7-hydroxy-4-methyl-2H-chromen-2-one 4 (1.4 mmol)or 7-hydroxy-4-(trifluoromethyl)-2H-chromen-2-one 5 (1.4 mmol) in THF (20 mL). The mixture was stirred at room temperature for 24h, filtered and the solvent was evaporated under reduced pressure.The solid residue was purified by column chromatography eluting with DCM/MeOH 9:1 to afford (7a-n) and (8a-o).

According to the analysis of related databases, 575-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kandil, Sahar; Westwell, Andrew D.; Mcguigan, Christopher; Bioorganic and Medicinal Chemistry Letters; vol. 26; 8; (2016); p. 2000 – 2004;,
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Electric Literature of 4654-39-1, 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. 4654-39-1, name is 2-(4-Bromophenyl)ethanol, molecular formula is C8H9BrO, 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.

Potassium acetate (4.88 g, 49.7 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (7.6 g, 30 mmol) and PdCl2(dppf) (0.91 g, 1.2 mmol) were added to a solution of 2-(4-bromophenyl)ethanol (5.0 g, 25 mmol) in 1,4-dioxane (100 mL) under N2. The mixture was purged with N2 then stirred under N2 at about 85 C for about 12 h. After cooling to rt, water (100 mL) was added and the mixture was extracted with EtOAc (2 chi 100 mL). The combined organic layers were washed with saturated aqueous NaCl (100 mL) and dried over Na2SOzi, filtered and concentrated under reduced pressure. The residue was purified via flash chromatography on silica gel (17% EtO Ac/petroleum ether). The appropriate fractions were collected and concentrated under reduced pressure to give the title compound (6.2 g, 100%). NMR (400MHz, CDC13) delta 7.78 (d, J= 7.9 Hz, 2H), 7.29 – 7.23 (m, 2H), 3.87 (t, J= 6.6 Hz, 2H), 2.90 (t, J= 6.6 Hz, 2H), 1.36 (s, 12H).

According to the analysis of related databases, 4654-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBVIE INC.; BREINLINGER, Eric, C.; COX, Phil, B.; DAANEN, Jerome; DIETRICH, Justin; DJURIC, Stevan; DOMBROWSKI, Amanda, W.; FRANK, Kristine, E.; FRIEDMAN, Michael, M.; GOMTSYAN, Arthur; LI, Huan-Qui; LONGENECKER, Kenton; OSUMA, Augustine; ROWLEY, Ann, Marie; SCHMIDT, Robert; VASUDEVAN, Anil; WILSON, Noel; (378 pag.)WO2016/168641; (2016); A1;,
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