Category: alcohols-buliding-blocks

Synthetic Route of 5456-63-3, 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. 5456-63-3, name is trans-2-Aminocyclohexanol hydrochloride, molecular formula is C6H14ClNO, 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 1-(4-carbamoylbenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (0.15 g) obtained in Reference Example 3 in DMF (10 mL) were added (1,2-trans)-2-hydroxycyclohexylamine hydrochloride (0.08 g), 0-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (0.27 g) and triethylamine (0.19 mL), and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and the precipitate was collected by filtration and dried. The precipitate was washed with diisopropyl ether to give the title compound (0.12 g) as a colorless solid. MS (ESI+): [M+H]+ 420.2 1H NMR (300 MHz, DMSO-d6) delta 1.30 (4H, d, J = 8.3 Hz), 1.55-1.71 (2H, m), 1.87 (1H, d, J = 8.3 Hz), 2.03 (1H, d, J = 10.6 Hz), 3.34-3.46 (1H, m), 3.71 (1H, d, J = 8.7 Hz), 4.81 (1H, d, J = 4.9 Hz), 5.85 (2H, s), 7.28 (2H, d, J = 8.3 Hz), 7.34 (1H, brs), 7.50 (1H, t, J = 7.2 Hz), 7.65-7.77 (2H, m), 7.82 (2H, d, J = 8.3 Hz), 7.92 (1H, brs), 8.36 (1H, d, J = 7.6 Hz), 9.09 (1H, s), 10.08 (1H, d, J = 7.6 Hz).

According to the analysis of related databases, 5456-63-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SAKAMOTO, Hiroki; SUGIMOTO, Takahiro; EP2821401; (2015); A1;,
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Application of 7287-81-2, 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. 7287-81-2, name is 1-(m-Tolyl)ethanol, molecular formula is C9H12O, 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: Alcohol 3 (0.5 mmol) and NaBr(102.9 mg, 1 mmol) were dissolved in DMSO (1 mL), and then H2SO4 was added tothe solution under air at room temperature, and then the mixture were stirred at 60 Cfor 24 h. After cooling down to room temperature, the mixture were diluted withwater (10 mL) and extracted with EA (3 × 10 mL). The combined extracts werewashed with a saturated solution of NaCl (15 mL), dried over MgSO4, and evaporatedin vacuo. The residue was purified by chromatography on silica gel (petroleumether/ethyl acetate) to afford the bromohydrin 4.

According to the analysis of related databases, 7287-81-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ai, Lingsheng; Wang, Weijin; Wei, Jialiang; Li, Qing; Song, Song; Jiao, Ning; Synlett; vol. 30; 4; (2019); p. 437 – 441;,
Alcohol – Wikipedia,
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Application of 1805-32-9, 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 1805-32-9, name is 3,4-Dichlorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of the substrate (1 mmol), hexamethyldisilazane (0.70 mmol), and/or 3,4-dihydro-2H-pyran (1.4 mmol) and BiPy(SO3H)2(HSO4)2 (10 mg, 1.95 mol%) in CH3CN(3 mL) and/or CH2Cl2 (3 mL) was stirred at room temperature. The progress of thereaction was monitored by TLC (n-hexane: EtOAc; 10:1) and/or GC. After completion ofthe reaction, the mixture was filtered to separate the solid catalyst. Then the solution wasfiltered through a silica gel pad and washed with CH3CN (2 × 3 mL) and/or CH2Cl2 (2 ×3 mL). Evaporation of the solvent gave the desired products in high purity.

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 1805-32-9, 3,4-Dichlorobenzyl alcohol.

Reference:
Article; Shirini, Farhad; Abedini, Masoumeh; Mahmoodi, Nosratollah; Biglari, Mohammad; Safarpoor Nikoo Langrudi, Mohaddeseh; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 190; 11; (2015); p. 1912 – 1921;,
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Adding a certain compound to certain chemical reactions, such as: 2503-56-2, 7-Hydroxy-5-methyl-1,3,4-triazaindolizine, 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, Computed Properties of C6H6N4O, blongs to alcohols-buliding-blocks compound. Computed Properties of C6H6N4O

The formed 5-Methyl-[1,2,4] triazolo [1,5-a]Pyrimidin-7-ol (1.0 equiv) was added to 2.75 mL (3.0 equiv) of phosphorous oxychloride and heated under reflux for 90 min in a round bottom flask. Excess phosphorous oxychloride was removed under reduced pressure on a rotatory evaporator, and the residue was triturated with ice water. The product was extracted from the aqueous mixture with CH2Cl2, organic layer was dried over sodium sulphate, evaporated at reduced pressure, and purified by column chromatography using 60% EtOAc/hexane. 4.2.2.1. 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine (7). White-yellow solid; Yield: 55%; mp: 150 C; ESI-MS: m/z 169.1[M+H]+; 1H NMR (300 MHz, CDCl3): delta 8.50 (s, 1H, Triazolopyrimidine-Hb), 7.15 (s, 1H, Triazolopyrimidine-Ha), 2.75 (s, 3H, Triazolopyrimidine-CH3).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2503-56-2, 7-Hydroxy-5-methyl-1,3,4-triazaindolizine, and friends who are interested can also refer to it.

Reference:
Article; Jameel, Ehtesham; Meena, Poonam; Maqbool, Mudasir; Kumar, Jitendra; Ahmed, Waqar; Mumtazuddin, Syed; Tiwari, Manisha; Hoda, Nasimul; Jayaram; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 36 – 51;,
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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.349-95-1, name is (4-(Trifluoromethyl)phenyl)methanol, molecular formula is C8H7F3O, molecular weight is 176.14, as common compound, the synthetic route is as follows.Safety of (4-(Trifluoromethyl)phenyl)methanol

General procedure: 3 1 According to general procedure II (chapter 2.1.2) 4-(trifluoromethyl)benzylCl alcohol 19 (353 mg, 2.00 mmol, 1.0 equiv), FPyr (19.7 ilL, 20.4 mg, 0.20 mmol,F3C 10 mol%), dioxane (1 mL, 2 M) and benzoyl chloride (282 ilL, 341 mg,62.40 mmol, 1.2 equiv) were combined and stirred for 24 h at ambient2910 temperature. After quenching with ethanolamine the reaction mixture wasdiluted with DCM (4 mL), saturated, aqueous NaHCO3-soution (2 mL) and water (2 mL). The aqueous phase was extracted with further DCM (2 x 2 mL) and the collected organic phases were dried over MgSO4 and concentrated under reduced pressure to give the crude chloride 29 (490 mg, conversion 98%, 29/39 97:3). Chromatographic purification (mass of crude material/Si02 1:12) provided theproduct 29 as a colorless oil in 85% yield (331 mg, 1.71 mmol). ?H- and ?3C-N MR-data was identicalwith the literature (Klimesova, V.; Koci, J.; Waisser, K.; Kaustova, J.; Moellmann, U. Eur. i. Med. Chem.2009, 44, 2286-2293).(C8H6CIF3) = 194.58 g/mol; rf (Si02, Et20/nPen 5:95) = 0.53; 1H-NMR (400 MHz, CDCI3): 6 [ppm] =7.63 (d, 2 H, H-4, i = 8.4 Hz), 7.51 (dd, 2 H, H-3, i = 8.4 Hz), 4.62 (s, 2 H, H-i); 13C-NMR (100 MHz,CDCI3): 6 [ppm] = 141.3 (C-2), 130.6 (q, C-5, i = 31 Hz), 128.8 (C-3), 125.7 (q, C-4, i = 3.7 Hz), 124.0 (q, C-6, i = 273 Hz) 45.1 (C-i); GC-MS (El, 70 eV) m/z [u] = 194 (35, [M]j, 175 (13, [M-F]j, 159 (100, [MCl]j, 139 (8), 125 (22, [M-CF3]j, 109 (51), 89 (16), 69 (5, [CF3]j, 63 (13), 51 (7).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,349-95-1, (4-(Trifluoromethyl)phenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; UNIVERSITAET DES SAARLANDES; HUY, Peter Helmut; (208 pag.)WO2016/202894; (2016); A1;,
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Electric Literature of 929-06-6, 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. 929-06-6, name is 2-(2-Aminoethoxy)ethanol, molecular formula is C4H11NO2, 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.

PREPARATION 7: T-BUTYL 2-(2-HYDROXYETHOXY)ETHYLCARBAMATE To a single-neck flask was added 2-(2-aminoethoxy)ethanol (10.500 g). Tetrahydrofuran (25 mL) was added to dissolve2-(2-aminoethoxy)ethanol. Anhydrous sodium carbonate (5.300 g) was dissolved in distilled water (30 mL). The solution was added into the single-neck flask and cooled in an ice bath. Di-t-butyl dicarbonate (28.340 g) was dissolved in tetrahydrofuran (70 mL). The resultant solution was slowly dropwise added in the reaction system (for about 1 hr). After the addition, the mixture was stirred for 1.5 hr. After the reaction was completed, the reaction solution was filtered by suction. The filter cake was washed with tetrahydrofuran twice and then discarded. The filtrate was concentrated, then dissolved in ethyl acetate (150 mL) and distilled water (100 mL). The solution was mixed and then stood to separate. The aqueous phase was washed again with ethyl acetate (100 mL * 2) twice. All the organic phases were combined, dried over MgSO4, filtered and concentrated to give the target compound.

According to the analysis of related databases, 929-06-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Tianjin Hemay Bio-Tech Co., Ltd.; ZHANG, Hesheng; HUO, Aihong; LI, Zhenzhong; EP2824108; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 14320-38-8, name is Cyclopent-3-enol. A new synthetic method of this compound is introduced below., COA of Formula: C5H8O

Cyclopent-3-en-1-ol (10 g, 119 mmol, commercially available from, for example, Fluorochem) was dissolved in a mixture of DMF (100 mL) and THF (50 mL) and cooled in an ice bath under nitrogen, then NaH (60% suspension in mineral oil, 5.71 g, 143 mmol) was added in small portions and the mixture stirred for 30 min, before addition of MeI (9.66 mL, 155 mmol). The resulting suspension was stirred at 0 C for 2 h, then added to water (500 mL) and extracted with ether (500 mL). The organic layer was washed with water (2 x 200 mL) and brine (200 mL), dried and evaporated in vacuo to give the desired product as a pale yellow liquid, which was carried through to subsequent reactions without further purification. (0571) 1H NMR (400 MHz, CDCl3) delta ppm 5.61 – 5.82 (m, 2 H) 4.13 (dt, J=6.72, 3.48 Hz, 1 H) 3.35 (s, 3 H) 2.59 (dd, J=15.77, 6.72 Hz, 2 H) 2.32 – 2.47 (m, 2 H)

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, 14320-38-8, Cyclopent-3-enol.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; LIWICKI, Gemma Michele; LUCAS, Simon Christopher Cranko; PRESTON, Alexander G; SEAL, Jonathan, Thomas; WALL, Ian David; WATSON, Robert J; (0 pag.)WO2018/158212; (2018); A1;,
Alcohol – Wikipedia,
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Application of 162744-59-4, 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 162744-59-4 as follows.

A solution of 5-Bromo-2-hydroxymethyl-1, 3-difluoro-benzene (0. 89g, 4.0 mmol) and 30 wt% of hydrogen bromide in acetic acid was stirred at room temperature for 90 minutes before it was poured into 80 ml of water. The mixture was extracted with pentane (3 X 50 ML) and the combined organic layers were washed with water (3 X 20 ML), dried over MGSO4 and concentrated at low pressure to afford the desired product (10.0 g, 98% YIELD). 1H NMR (CDC13) 8 : 4.47 (s, 2H), 7.09-7. 10 (m, 1H), 7. 12-7. 13 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,162744-59-4, its application will become more common.

Reference:
Patent; PFIZER INC.; WO2004/74270; (2004); A2;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 1562-00-1, Sodium isethionate, 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, COA of Formula: C2H5NaO4S, blongs to alcohols-buliding-blocks compound. COA of Formula: C2H5NaO4S

Example 9; Preparation of N-Methyl vinyl sulfonamide; PART A: A mixture of isethionic acid sodium salt (0.250 Kg, 1689 mmol) was taken inDMF (0.32L) and dichloromethae (0.3L). To this mixture thionyl chloride (0.375L, 5186mmol) was added dropwise at 20-30C. The reaction mixture was heated slowly from 30-60 “C. After completion of the reaction 3.5 lit of chilled water was added. The reaction mixture was extracted with 3×0.5L dichloromethane. Then dichloromethane was distilled out from the reaction mixture to get an oil. [ Yield 0.250Kg, 90%] which was distilled under vacuum to get pure chloroethane sulfonyl chloride. (0.225kg, 90%).

The synthetic route of 1562-00-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; USV LIMITED; WO2009/118753; (2009); A2;,
Alcohol – Wikipedia,
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Synthetic Route of 3344-77-2, 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.3344-77-2, name is 12-Bromododecan-1-ol, molecular formula is C12H25BrO, molecular weight is 265.23, as common compound, the synthetic route is as follows.

Example 2 Preparation of (12-bromododecyloxy)(tert-butyl)dimethylsilane (4) Tert-butyldimethylsilyl chloride (5.61 g; 37.3 mmol; 1.5 eq.) and imidazole (2.54 g; 37.3 mmol; 1.5 eq.) are added to a solution of 12-bromododecan-1-ol (6.6 g; 24.9 mmol; 1 eq.) in dichloromethane (60 ml) at room temperature. After 4 h, the reaction mixture is poured into a saturated solution of NH4Cl (100 ml) and then extracted with ether (3*100 ml). The organic phase is washed with a saturated solution of NaCl, dried on MgSO4, filtered then evaporated. The crude reaction product is purified by silica gel chromatography (eluent: hexane-AcOEt: 95-5) to yield 9.17 g of a colorless oil. Yield: 99percent Empirical formula: C18H39BrOSi

Statistics shows that 3344-77-2 is playing an increasingly important role. we look forward to future research findings about 12-Bromododecan-1-ol.

Reference:
Patent; Centre National de la Recherche Scientifique(CNRS); Universite de Luxembourg; US2010/48731; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts