Category: alcohols-buliding-blocks

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 110-73-6, name is 2-(Ethylamino)ethanol, the common compound, a new synthetic route is introduced below. Recommanded Product: 110-73-6

The synthesis of INI-12 : [Show Image] 8 g (26 mmol) 2-(3-chloropropoxy)-9H-thioxanthen-9-one was dissolved in 80 mL acetonitrile. The mixture was heated to reflux and 13.2 mL (130 mmol) 2-(ethylamino)-ethanol was added. The reaction was allowed to continue for 24 hours at reflux. 0.7 g sodium iodide was added and the reaction was allowed to continue for another 24 hours at reflux. The precipitated salts were removed by filtration and the solvent was removed under reduced pressure. The residue was dissolved in 150 mL t.butyl methyl ether and extracted 4 times with 100 mL 0.1 N hydrochloric acid. The aqueous fractions were pooled and the pH was adjusted to 12, using a 5 N NaOH solution. The mixture was extracted with 200 mL t.butyl methyl ether. The organic fraction was dried over MgSO4 and evaporated under reduced pressure. 7.6 g (82 %) of the intermediate was isolated.

The synthetic route of 110-73-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AGFA Graphics NV; EP2130817; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 53463-68-6, 10-Bromodecanol, 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, 53463-68-6, blongs to alcohols-buliding-blocks compound. COA of Formula: C10H21BrO

DHP (6 mL, 65.82 mmol) and PPTS (127 mg, 0.50 mmol) were added to a solution of bromo-alcohol (12 g, 50.63 mmol) in 100 mL of CH2Cl2 and the mixture was stirred for 16 h. The reaction mixture was quenched with 2 M Na2CO3 solution and extracted with CH2Cl2. The organic layer was dried over Na2SO4, concentrated under reduced pressure. Purification by flash column (6percent EtOAc/hexanes) yielded 16 (14.9 g, 92percent) as a colorless oil. Rf=0.65 (10percent EtOAc/hexanes); 1H NMR (500 MHz, CDCl3): delta 4.54 (dd, J=3.9, 2.9 Hz, 1H), 3.83 (ddd, J=11.7, 8.7, 2.9 Hz, 1H), 3.69 (dt, J=9.7, 6.8 Hz, 1H), 3.47 (m, 1H), 3.36 (m, 3H), 1.81 (m, 3H), 1.67 (m, 1H), 1.53 (m, 6H), 1.39 (m, 2H), 1.28 (m, 10H); 13C NMR (75 MHz, CDCl3): delta 98.7, 67.5, 62.2, 33.9, 32.7, 30.6, 29.6, 29.3, 29.2, 28.6, 28.0, 26.1, 25.4, 19.5; IR (neat): numax 2924, 2855, 1454, 1354, 1126, 1072, 1028 cm?1; HRMS (ESI): calcd for C15H29O2NaBr [M+Na]+ 343.1248; found 343.1251.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,53463-68-6, its application will become more common.

Reference:
Article; Kadam, Vilas D.; Sudhakar, Gangarajula; Tetrahedron; vol. 71; 7; (2015); p. 1058 – 1067;,
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Related Products of 61487-25-0, Adding some certain compound to certain chemical reactions, such as: 61487-25-0, name is (2-Amino-3-chlorophenyl)methanol,molecular formula is C7H8ClNO, 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 61487-25-0.

EXAMPLE 82 Preparation of 2-chloro-6-methoxymethylaniline A solution of 4.00 g (25.4 mmol) of 2-amino-3-chlorobenzyl alcohol in 30 ml of dry THF was cooled to -78 C., treated with 16.7 ml (26.7 mmol) of 1.60M n-butyllithium in hexane, warmed to 0-5 C., treated with 3.61 g (25.4 mmol) of methyl iodide and heated at reflux for 5.5 hours. The solvent was removed by evaporation at reduced pressure. The residue was partitioned between 175 ml of ether and water, and the organic phase was separated and dried (MgSO4). The solvent was removed by evaporation at reduced pressure, and the residue was purified by HPLC eluding with ETOAc (5:95, v/v) to afford 1.1 g of the desired product as a pale brown oil. IR and 1 H NMR spectra were in agreement with the assigned structure. Analysis: Calculated for C8 H10 ClNO: C, 56.00; H, 5.87; N, 8.16; Found: C, 56.25; H, 5.98; N, 8.28.

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. 61487-25-0, (2-Amino-3-chlorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Dow Chemical Company; US4755212; (1988); A;,
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Synthetic Route of 3279-95-6, 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.3279-95-6, name is 2-(Aminooxy)ethanol, molecular formula is C2H7NO2, molecular weight is 77.08, as common compound, the synthetic route is as follows.

Method B: To a solution of 2-(2-chloro-4-iodo-phenylamino)-3,4-difluoro-benzoic acid pentafluorophenyl ester (10.0 g, 17.4 mmol) in anhydrous dimethylformamide (36 mL) was added 2-(aminooxy)-ethanol (1.6 g, 20.8 mmol) and N,N-diisopropylethylamine (6.0 mL, 34.8 mmol). The resultant solution was stirred at ambient temperature for 16 h. The reaction mixture was concentrated to 20% volume then diluted with ethyl acetate (360 mL). The resultant solution was washed with water (6*60 mL) and brine (2*60 mL). The organics were dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford a white solid that was purified on silica gel. Elution with ethyl acetate-methanol (9:1) afforded 2-(2-chloro-4-iodo-phenylamino)-3,4-difluoro-N-(2-hydroxy-ethoxy)-benzamide (7.31 g, 90%) as a white solid. Recrystallization from methanol afforded analytically pure material, identical in all respects to the material prepared by method A.

Statistics shows that 3279-95-6 is playing an increasingly important role. we look forward to future research findings about 2-(Aminooxy)ethanol.

Reference:
Patent; Barrett, Stephen Douglas; Biwersi, Cathlin Marie; Chen, Michael Huai Gu; Kaufman, Michael David; Tecle, Haile; Warmus, Joseph Scott; US2004/54172; (2004); A1;,
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Application of 1124-63-6, 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. 1124-63-6, name is 3-Cyclohexylpropan-1-ol. A new synthetic method of this compound is introduced below.

F. 0.2 g of the catalyst prepared in Example 1, 14.2 mg (0.1 mmol) 3-cyclohexyl-1-propanol and 10 mg dodecane as an internal standard were added to 5 ml of 5 mmol (0.43 g) pivalaldehyde in xylene, and the mixture was allowed to react for 4.5 hours under reflux. The product was analyzed by gas chromatography and GC-MS. As a result, the product was identified as 3-cyclohexylpropyl aldehyde. Gas chromatography analysis indicated 45 % yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1124-63-6, 3-Cyclohexylpropan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; JAPAN TOBACCO INC.; EP603409; (1994); A1;,
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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. 112-27-6, name is 2,2′-(Ethane-1,2-diylbis(oxy))diethanol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

Under nitrogen, was added 200mL pyridine 1000ml three-neck flask,120 g BP103a00 (1.0 eq), stirred and cooled to 0 C, 151.8 g of TsCl (1.0 eq) was added in portions, and stirred for 1 h.Then slowly warm to room temperature and continue to stir for 3-4 h.After the reaction is completed, the reaction solution is poured into a dilute hydrochloric acid solution of ice, extracted with EA, and the EA layer is washed once with dilute hydrochloric acid. Washed with saturated sodium bicarbonate, washed with brine, dried over anhydrous Na2SO4, solvent was distilled off under reduced pressure, silica gel column chromatography to give pure BP103a01 55g

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, 112-27-6, 2,2′-(Ethane-1,2-diylbis(oxy))diethanol.

Reference:
Patent; Borui Bio-pharmaceutical (Suzhou) Co., Ltd.; Yuan Jiandong; Huang Yangqing; Song Yunsong; (20 pag.)CN109771658; (2019); A;,
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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.7314-44-5, name is (2,4-Dimethoxyphenyl)methanol, molecular formula is C9H12O3, molecular weight is 168.19, as common compound, the synthetic route is as follows.Recommanded Product: (2,4-Dimethoxyphenyl)methanol

N-(Fmoc)-M1-(Boc)-D-Tryptophan (1 eq., 4.5 g, 8.55 mmol), TBTU (1 eq., 2.74 g, 8.55 mmol) and di-iso-propylethylamine (DIEA, 2 eq., 2.82 mL, 17.1 mmol) were dissolved in DMF (20 mL), stirred at rt for 30 mm under argon atmosphere, treated with an injection of a solutionof 2,4-dimethoxybenzyl alcohol (1.1 eq., 1.58 g, 9.4 mmol, prepared according to Feng, L.; Lv, K.; Liu, M.; Wang, S.; Zhao, J.; You, X.; Li, S.; Cao, J.; Guo, H. Eur. J. Med. Chem. 2012, 55, 125-136) in DMF (5 mL), and stirred at rt for 4h. The reaction mixture was diluted with EtOAc and washed with water (2 x 100 mL) and brine (2 x 100 mL). The organic phases were combined, dried over Na2SO4, filtered and evaporated to a residue that was purified by flashchromatography on silica gel eluting with 20% EtOAc in hexane to afford ester 6 (4.97 g, 7.35 mmol, 86 %) as white solid: mp 67-68 C; Rf 0.29 (20% EtOAc in hexane); 1H NMR (500 MHz, CDCI3) oe 8.11 (brs, 1H), 7.76 (d, J= 7.6 Hz, 2H), 7.58-7.48 (m, 3H), 7.44 (s, 1H), 7.42-7.36 (m, 2H), 7.33 – 7.26 (m, 3H), 7.21 (t, J 7.3 Hz, 1 H), 7.11 (d, J = 8.0 Hz, 1 H), 6.46 – 6.39 (m, 2H), 5.44 (d, J= 8.0 Hz, 1H), 5.12 (s, 2H), 4.78 (dd, J= 13.6, 5.4 Hz, 1H), 4.40-4.28 (m, 2H),4.19 (t, J= 7.3 Hz, 1H), 3.80 (s, 3H), 3.79 (s, 3H), 3.33-3.20 (m, 2H), 1.65 (s, 9H); 13C NMR(125 MHz, CDCI3) 6 171.7, 161.7, 159.2, 155.8, 149.7, 144.0, 143.9, 141.4 (2C), 131.7 (2C),127.8 (2C), 127.2 (2C), 125.3 (2C), 124.6 (2C), 124.5, 124.4, 122.8, 120.1, 119.0, 115.8, 115.4,115.1, 104.2, 98.7, 83.8, 67.3, 63.4, 55.5 (2C), 54.4, 47.3, 28.3 (3C), 28.0; HRMS m/zcalculated for C40H41N208 [M+H] 677.2857; found 677.2859.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7314-44-5, (2,4-Dimethoxyphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; VALORISATION-RECHERCHE, LIMITED PARTNERSHIP; LUBELL, William D.; ONG, Huy; ZHANG, Jinqiang; MULUMBA, Dilan Mukandila; MARLEAU, Sylvie; OHM, Ragnhild Gaard; AHSANULLAH, -; OMRI, Samy; CHINGLE, Ramesh; (157 pag.)WO2018/79; (2018); A1;,
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Application of 37585-16-3, 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. 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol. A new synthetic method of this compound is introduced below.

General procedure: To a solution of but-2-ynoic acid (8 mmol, 1 equiv) and 2-aminobenzylalcohol (8 mmol, 1 equiv) in CH2Cl2 (60 mL) at 0 C was added a solution of N,N?-dicyclohexylcarbodiimide (DCC) (8 mmol, 1 equiv) in CH2Cl2 (20 mL) dropwise. The mixture was stirred at room temperature overnight, and then filtrated through a short pad of celite. The filtrate was concentrated and used for the next step without further purication. The crude solid was added to a suspension of pyridinium chlorochromate (PCC) (1.5-2.0equiv) and celite in CH2Cl2 (80 mL). The mixture was stirred at room temperature for 1-4 h, then filtrated and puried by silica gel column chromatography to give the product. The above crude solid was dissolved in THF (50 mL) and was added to a solution of NaH (1.3 equiv.) in THF (20 mL) dropwise at 0 C. The mixture was stirred at 0 C for half an hour, then MeI (1.3 equiv.) was added. The reaction mixture was stirred at room temperature until completion as monitored by TLC and then quenched by addition of saturated aqueous NH4Cl solution. The mixture was extracted with EtOAc, and the organic layer was washed with H2O and brine, dried over anhydrous Na2SO4, filtered, and concentrated under vacuum. The residue was puried by column chromatography on silica gel (eluent: ethyl acetate/petroleum ether = 1/4) to afford products 1b-1g.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,37585-16-3, its application will become more common.

Reference:
Article; Zhang, Xiaojuan; Han, Xiuling; Chen, Junjie; Lu, Xiyan; Tetrahedron; vol. 73; 12; (2017); p. 1541 – 1550;,
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Electric Literature of 14002-80-3, 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. 14002-80-3, name is Methyl 3-hydroxy-2,2-dimethylpropanoate, molecular formula is C6H12O3, 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.

A solution of methyl 3-hydroxy-2,2-dimethylpropanoate (5.00 g, 38 mmol), N, N-diisopropylethylamine (7.30 g, 57 mmol) and tert- butyldimethylchlorosilane (6.80 g, 45 mmol) in dry DMF (70 mL) was stirred at room temperature for 12 h. The reaction solution was quenched with water (225 mL) and extracted with diethyl ether (3 x 50 mL). The combined organic extracts were washed with water (100 mL), brine (100 mL), then dried over MgSO4. Concentration under reduced pressure afforded methyl 3-(tert-butyldimethylsilyloxy)-2,2- dimethylpropanoate as colorless oil (9.36 g, 100%). It was used in the next step without further purification. 1H NMR (300 MHz, CDCl3) delta 3.64 (s, 3H), 3.55 (s, 2H), 1.13 (s, 6H), 0.85 (s, 9H), 0.0 (s, 6H).

According to the analysis of related databases, 14002-80-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMBIT BIOSCIENCE CORPORATION; APUY, Julius, L.; INSKI, Darren, E.; JAMES, Joyce, K.; WO2010/54058; (2010); A1;,
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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.44565-27-7, name is 4-Amino-2-methylbutan-1-ol, molecular formula is C5H13NO, molecular weight is 103.1628, as common compound, the synthetic route is as follows.name: 4-Amino-2-methylbutan-1-ol

Reference Example 39 tert-Butyl (4-{[tert-butyl(dimethyl)silyl]oxy}-3-methylbutyl)carbamate A solution of di-tert-butyl dicarbonate (11.1 g) in methylene chloride (30 mL) was added to a solution of 4-amino-2-methylbutan-1-ol (5.00 g) in methylene chloride (50 mL) with stirring at room temperature. After stirring overnight at room temperature, the reaction solution was washed with a saturated aqueous solution of ammonium chloride, a saturated aqueous solution of sodium bicarbonate, and saturated sodium chloride solution in this order. The organic layer was dried over anhydrous sodium sulfate, then filtered, and concentrated under reduced pressure. The obtained residue was dissolved in methylene chloride (150 mL). To the solution, tert-butyldimethylchlorosilane (8.77 g) and imidazole (8.25 g) were added with stirring at 0 C. The mixture was heated to room temperature and stirred overnight, and the reaction solution was then washed with water, a 1 M aqueous citric acid solution, and saturated sodium chloride solution in this order. The organic layer was dried over anhydrous sodium sulfate, then filtered, and concentrated under reduced pressure to obtain the title compound (16.2 g). 1H-NMR (CDCl3) delta: 0.04 (6H, s), 0.89 (3H, d, J=6.6 Hz), 0.89 (9H, s), 1.27-1.38 (1H, m), 1.44 (9H, s), 1.53-1.70 (2H, m), 3.07-3.15 (1H, m), 3.17-3.25 (1H, m), 3.39-3.47 (2H, m), 4.70 (1H, br s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,44565-27-7, 4-Amino-2-methylbutan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; DAIICHI SANKYO COMPANY, LIMITED; Nagata, Tsutomu; Kobayashi, Jun; Onishi, Yoshiyuki; Kishida, Masamichi; Noguchi, Kengo; US2013/12532; (2013); A1;,
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