Category: alcohols-buliding-blocks

Related Products of 1562-00-1 , The common heterocyclic compound, 1562-00-1, name is Sodium isethionate, molecular formula is C2H5NaO4S, 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: Synthesis of [CmOHMIM][HOCnSO3]) and [CmOHTEA][HOCnSO3]: ILs were prepared by ion exchange method. The ion exchange of the anion chloride by the anion hydroxyalkanesulphonate was carried out using an exchange column packed with 100 g of Amberlite IR120 H-type strongly acidic cation exchange resin. The column was previously flushed thoroughly with a 1 mol L- 1 [CmOHMIM]Cl or [CmOHTEA]Cl solution until the elution was neutral, then with Milli-Q water until no chloride was detected by silver nitrate. A 100 mL of 1 mol L- 1 Na[HOCnSO3] solution was slowly run over and eluted with Milli-Q water. The eluted liquid was collected and concentrated under reduced pressure in a rotary evaporator. The residue was then vacuum dried at 323 K for 18 h to afford the IL in near-quantitative yield as a colorless viscous liquid. ILs with ions containing hydroxyl groups are usually observed to be rather viscous. 1-(2-Hydroxyethyl)-3-methyl-imidazolium hydroxymethane sulfonate ([C2OHMIM][HOC1SO3]) 1H NMR (400 MHz, D2O, 298 K): 3.89 (s, 3H), 3.91 (t, J = 5.0 Hz, 2H), 4.30 (t, J = 4.83 Hz, 2H), 4.35 (s, 2H), 7.44 (s, 1H), 7.50 (s, 1H), 8.72 (s, 1H); 13C NMR (400 MHz, D2O, 298 K): 35.29, 51.08, 59.35, 73.71, 122.01, 123.18, 135.92. ES-MS: ES+ m/z 127.00 [C2OHMIM]+, 288.87 [C2OHMIM]+?H3O2-?[C2OHMIM]+; ES- m/z 110.80 [HOC1SO3]-, 244.73 [HOC1SO3]-?H3O+?[HOC1SO3]-, 352.80 [HOC1SO3]-?[C2OHMIM]+?[HOC1SO3]-. 1-(2-Hydroxyethyl)-3-methyl-imidazolium 2-hydroxyethane sulfonate ([C2OHMIM][HOC2SO3]) 1H NMR (400 MHz, D2O, 298 K): 3.11 (t, J = 6.64 Hz, 2H), 3.89 (s, 3H), 3.89-3.91 (overlapped, 4H), 4.30 (t, J = 4.84 Hz, 2H), 7.44 (s, 1H), 7.50 (s, 1H), 8.73 (s, 1H); 13C NMR (400 MHz, D2O, 298 K): 35.28, 51.08, 52.44, 56.53, 59.34, 122.01, 123.18, 135.92. ES-MS: ES+ m/z 127.00 [C2OHMIM]+, 288.87 [C2OHMIM]+?H3O2-?[C2OHMIM]+, 378.80 [C2OHMIM]+?[HOC2SO3]-?[C2OHMIM]+; ES- m/z 124.93 [HOC2SO3]-, 272.87 [HOC2SO3]-?H3O+?[HOC2SO3]-, 376.67 [HOC2SO3]-?[C2OHMIM]+?[HOC2SO3]-. 3-Hydroxypropyl-tri(2-hydroxyethyl) ammonium 2-hydroxyethane sulfonate ([C3OHTEA][HOC2SO3]) 1H NMR (Brueker AV-600, 600 MHz, D2O, 298 K): 1.92-1.93 (m, -OH), 3.06 (t, J = 6.55 Hz, 2H), 3.36 (not resolved, 2H), 3.50-3.51 (m, 2H), 3.58 (not resolved, 6H), 3.86 (not resolved, 6H), 3.96 (not resolved, 4H); 13C NMR (Brueker AV-600, 600 MHz, D2O, 298 K): 24.61, 52.99, 55.06, 55.38, 55.47, 57.10, 58.36, 58.58, 61.25. ES-MS (AB SCIEX Triple TOF 5600 +): ES+ m/z 208.1578 [C3OHTEA]+, 266.2013 Na+?H3O2-?[C3OHTEA]+; ES- m/z 124.9882 [HOC2SO3]-.

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

Reference:
Article; Ou, Guangnan; He, Biyan; Halling, Peter; Biochimica et Biophysica Acta – General Subjects; vol. 1860; 7; (2016); p. 1404 – 1408;,
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Application of 2854-16-2, 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 2854-16-2, name is 1-Amino-2-methylpropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows.

[00274j THF (290 mL), 4-chloro-6-(6-(trifluoromethyl)pyridin-2-yl)-N-(2-(trifluoro-methyl)- pyridin-4-yl)-i,3,5-triazin-2-amine (29.0 g, 0.06893 mol), sodium bicarbonate (8.68 g, 0.1033 mol), and 1,1-dimethylaminoethanol (7.37 g, 0.0827 1 mol) are added to the reaction vessel at 20?35 ¡ãC. The resulting slurry is heated to reflux (75-80 ¡ãC) for 16-20 h. The reaction is cooled to 30-40 ¡ãC and THF evaporated at below 45 ¡ãC under reduced pressure. The reaction mixture is cooled to 20?35 ¡ãC and rinsed with ethyl acetate and water, and the ethyl acetate layer collected. The organic layer is concentrated under vacuum at below 45 ¡ãC then rinsed with dichloromethane and hexanes, filtered and washed with hexanes and dried for 8-iOh at 45-50 ¡ãC under vacuum to provide 2-methyl-i -(4-(6-(trifluoromethyl)pyridin-2-yl)-6-(2-(trifluoromethyl)- pyridin-4-ylamino)- 1,3,5 -triazin-2-ylamino)propan-2-ol.

According to the analysis of related databases, 2854-16-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; AGRESTA, Samuel, V.; (135 pag.)WO2016/53850; (2016); A1;,
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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. 17701-61-0, name is Benzyl 3-hydroxy-2,2-dimethylpropanoate, the common compound, a new synthetic route is introduced below. category: alcohols-buliding-blocks

[91] A solution of diisopropylazodicarboxylate (DIAD, 0.52 mL, 2.8 mmol) prepared in 2 mL anhydrous THF) was slowly added to a stirred mixture of benzyl 3-hydroxy-2,2- dimethylpropanoate (590 mg, 2.8 mmol), triphenylphosphine (820 mg, 3.1 mmol) and N- hydroxyphthalimide (510 mg, 3.1 mmol) prepared in 20 mL anhydrous THF at 0 C. After stirring the mixture at room temperature under a nitrogen atmosphere for 24 h, THF was removed under reduced pressure and the residue re-dissolved in 40 mL of ethyl acetate. The ethyl acetate mixture was washed with water (10 mL) three times, brine and dry-loaded onto a 40-g silica column. The final product was obtained in 73% yield (730 mg) as a white solid after FCC purification (hexane/ethyl acetate). [92] NMR (CDCh, 400 MHz): 5 7.84 (m, 2H), 7.76 (s, 2H), 7.39 (m, 5H), 5.19 (s, 2H), 4.32 (s, 2H), 1.42 (s, 6H); 13C NMR (CDC13, 100 MHz): 5 175.0, 163.1, 136.0, 134.4, 129.0, 128.5, 128.1, 123.5, 83.6, 66.7, 43.2, 22.2, MS (ESI+): m/z (intensity), 354.4 ([M+H]+, 100%).

The synthetic route of 17701-61-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; HU, Longqin; ALOYSIUS, Herve; (59 pag.)WO2018/144880; (2018); A1;,
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Application of 100-37-8, 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 100-37-8, name is 2-(Diethylamino)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

Preparation of N,N-diethylaminoethyl 4-[bis(2-chloroethyl)amino] ben- zenebutyrate.HCl; [19] 30.4 g (0.1 mol) of 4-[bis(2-chloroethyl)amino]benzenebutanoic acid was dissolved in 300 ml of chloroform. 20.6 g of N, N’-Dicyclohexylcarbodiimide was added into the reaction mixture. 11.7 g of N,N-diethylaminoethanol and 0.2 g of 4-dimethylaminopyridine were added into the reaction mixture. The mixture was stirred overnight at 0C. The solid was removed by filtration. The chloroform solution was washed with water (1 x 100 ml), 5% NaHCO (1 x 100 ml) and water (3 x 100 ml). The organic solution was dried over anhydrous sodium sulfate. Sodium sulfate was removed by filtration. 4 g of HCl gas in methanol (10 ml) was added into the reaction mixture with stirring. Hexane (200 ml) was added. The solid product was collected by filtration. After drying, it yielded 35 g of the desired product (79.6 %). Hygroscopic product; Solubility in water: 300 mg/ml; Elementary analysis: C H Cl N 2O2; MW: 439.85. Calculated % C: 54.61, H: 7.56, N: 6.37; O: 7.27; Cl: 24.18; Found % C: 54.55; H: 7.58; N: 6.34, O: 7.29; Cl: 24.24. 1H-NMR (400 MHz, D O): delta: 1.56 (t, 6H), 2.01(m, 2H), 2.25 (m, 2H), 2.55 (m, 2H), 3.22 (m, 4H), 3.52 (m, 2H), 3.60-3.65 (m, 8H), 4.50 (m, 2H), 6.55 (m, 2H), 6.95 (m, 2H).

According to the analysis of related databases, 100-37-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TECHFIELDS BIOCHEM CO. LTD; YU, Chongxi; XU, Lina; WO2008/41059; (2008); A1;,
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Synthetic Route of 3279-95-6, 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 3279-95-6 as follows.

A mixture of 2-(aminooxy)ethanol (3.16 g, 41.0 mmol) and paraformaldehyde (1.23 g, 41.0 mmol) in EtOH (50 ml_) was heated under reflux for 18 h. The solvent was removed under reduced pressure to afford the subtitle compound formaldehyde 0-(2-hydroxyethyl) oxime as a colourless oil (3.56 g, 97%); 1 H NMR delta: 3.57 (2H, q), 4.05-3.96 (2H, m), 4.67 (1 H, t), 6.57 (1 H, d), 7.05 (1 H, d).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3279-95-6, its application will become more common.

Reference:
Patent; RESPIVERT LIMITED; WALTERS, Iain; BIRCH, Louise; HILL-COUSINS, Joseph; COLLINGWOOD, Stephen, Paul; STEVENSON, Christopher, Scott; (126 pag.)WO2017/109513; (2017); A1;,
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Synthetic Route of 15149-10-7, Adding some certain compound to certain chemical reactions, such as: 15149-10-7, name is 2-(p-Tolyloxy)ethanol,molecular formula is C9H12O2, 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 15149-10-7.

General procedure: A mixture of 3 (46.1 mmol) and NaH (138.2 mmol) inanhydrous THF (100 ml) was stirred under a nitrogen atmosphere at rt. After 1h, epichlorohydrin (230.5 mmol) in the THF (10 ml) was added dropwise into themixture. Then, the mixture was hold at reflux for 10 h. The mixture was pouredinto ice water (300 ml) and extracted with Et2O (2 ¡Á 200 ml). The Et2Oextracts were combined and dried over anhydrous MgSO4. After thesolvent was evaporated, the residue was purified by column chromatography(petroleum ether : ethyl acetate = 8 : 1) to afford 4 in 65% yield. Yield 65%. White solid, mp 87-88 oC.

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. 15149-10-7, 2-(p-Tolyloxy)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Jia, Jian-Min; Liu, Fang; Xu, Xiao-Li; Guo, Xiao-Ke; Jiang, Fen; Cherfaoui, Bahidja; Sun, Hao-Peng; You, Qi-Dong; Bioorganic and Medicinal Chemistry Letters; vol. 24; 6; (2014); p. 1557 – 1561;,
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Adding a certain compound to certain chemical reactions, such as: 107-75-5, 7-Hydroxy-3,7-dimethyloctanal, 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 7-Hydroxy-3,7-dimethyloctanal, blongs to alcohols-buliding-blocks compound. Quality Control of 7-Hydroxy-3,7-dimethyloctanal

General procedure: Amine (0.1 mmol) in MeOH (2 mL) was treated with an equimolaramount of aldehyde in MeOH (1 mL), held at 20C for 12 h, and evaporated. PMR and 13C NMR spectra of imines (+)-12 and(+)-(13) agreed with the literature [21] for (-)-(12) and (-)-(13). The yields of imines (+)- and (-)-(12) were 98 and 97%,respectively; of (+)- and (-)-(13), 96%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,107-75-5, 7-Hydroxy-3,7-dimethyloctanal, and friends who are interested can also refer to it.

Reference:
Article; Zakharenko; Mozhaitsev; Suslov; Korchagina; Volcho; Salakhutdinov; Lavrik; Chemistry of Natural Compounds; vol. 54; 4; (2018); p. 672 – 676; Khim. Prir. Soedin.; 4; (2018); p. 569 – 572,4;,
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Adding a certain compound to certain chemical reactions, such as: 6006-82-2, 2-(Benzo[d][1,3]dioxol-5-yl)ethanol, 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, name: 2-(Benzo[d][1,3]dioxol-5-yl)ethanol, blongs to alcohols-buliding-blocks compound. name: 2-(Benzo[d][1,3]dioxol-5-yl)ethanol

B. 1-Acetoxy-2-[(3,4-methylenedioxy)phenyl]ethane To a stirred solution of 2-(3,4-methylenedioxy)phenyl-1-ethanol (1.68 g, 10 mmol) in dry pyridine was added acetic anhydride and the resultant reaction mixture was stirred at 80 C. for 1h. The reaction mixture was poured into ice-water and was extracted with ether (2*75 mL). The combined ether extract was washed with water (2*50 ml), 5% Hcl (2*50 mL) and then with 5% NaHCO3 (2*50 mL). The organic layer was dried over magnesium sulfate and the solvent was removed under reduced pressure to give 1-acetoxy-2-[(3,4-methylenedioxy)phenyl]ethane as a solid (1.7 g, 81% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6006-82-2, 2-(Benzo[d][1,3]dioxol-5-yl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Texas Biotechnology Corp.; US6248767; (2001); B1;,
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Synthetic Route of 15518-10-2, 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. 15518-10-2, name is 3-Amino-2-methylpropan-1-ol, molecular formula is C4H11NO, 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.

7-[(4-fluorophenyl)methyl]-4-hydroxy-N-(3-hydroxy-2-methylpropyl)-2-oxo-1-[2-(2-oxo-1-piperidinyl)ethyl]-1,2-dihydro-1,5-naphthyridine-3-carboxamide This compound was prepared from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1-[2-(2-oxo-1-piperidinyl)ethyl]-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 3-amino-2-methyl-1-propanol using methods similar to Example 563 to provide an orange solid: 1H NMR (300 MHz, DMSO-d6) delta ppm 0.89 (d, J=6.95 Hz, 3H) 1.52-1.65 (m, 4H) 1.79-1.88 (m, 1H) 2.03 (t, J=6.00 Hz, 2H) 3.20-3.47 (m, 6H) 3.51 (t, J=6.00 Hz, 2H) 4.16 (s, 2H) 4.40 (t, J=6.11 Hz, 2H) 4.64 (s, 1H) 7.11-7.17 (m, 2H) 7.38-7.43 (m, 2H) 8.20 (d, J=1.47 Hz, 1H) 8.56 (d, J=1.47 Hz, 1H) 10.38 (t, J=5.90 Hz, 1H) 17.24 (s, 1H); ES+MS: 511 (M+H+).

According to the analysis of related databases, 15518-10-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ViiV Healthcare Company; Shionogi & Co., Ltd.; JOHNS, Brian Alvin; BOROS, Eric Eugene; KAWASUJI, Takashi; KOBLE, Cecilia S.; KUROSE, Noriyuki; MURAI, Hitoshi; SHERRILL, Ronald George; WEATHERHEAD, Jason G.; US2015/225399; (2015); A1;,
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Application of 929-06-6 , The common heterocyclic compound, 929-06-6, name is 2-(2-Aminoethoxy)ethanol, molecular formula is C4H11NO2, 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 mixture of 2-(2-aminoethoxy)ethanol (99.52 g) and ethyl acetate (200 mL) was added dropwise a mixture of di-tert-butyl dicarbonate (208.57 g) and ethyl acetate (50 mL) under ice-cooling. The reaction solution was stirred at room temperature for 60 hrs, and concentrated under reduced pressure. The residue was dissolved in ethyl acetate (500 mL), and washed with water (200 mL), 1 N hydrochloric acid (200 mL), water (300 mL), and saturated brine (300 mL), followed by drying over anhydrous sodium sulfate. The solution was concentrated under reduced pressure to give tert-butyl [2-(2-hydroxyethoxy)ethyl]carbamate as colorless oil (169.2 g).1 H-NMR (cdcl3) : 1.45 (9H,s), 3.33(2H,q,J=5.1Hz), 3.54-3.59(4H,m), 3.74 (2H, q, J=5. 1Hz), 4.88(2H,bs).

The synthetic route of 929-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1602362; (2005); A1;,
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