Month: June 2021

Electric Literature of 23147-58-2 , The common heterocyclic compound, 23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, 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.

Carbamate 19 (0.10 g, 0.20 mmol) and glycolaldehyde dimer (0.018 g, 0.15 mmol) were dissolved in 2,2,2-trifluoroethanol (0.5 mL), and trifluoroacetic acid (2 drops) added. The solution was heated to 55 C, and allowed to stir for 5 h until the starting material was consumed as judged by LCMS. The crude mixture was concentrated in vacuo and purified by silica gel flash chromatography giving 20 (0.083 g, 78%). IR (thin film) 3447, 2943, 2867, 1684, 1512cm-1. 1H NMR (400MHz, CDCl3) delta 7.13 (2H, t, J=7.2Hz), 6.97 (2H, d, J=7.6Hz), 6.70 (1H, s), 5.21 (1H, m), 4.15 (2H, m), 3.86 (3H, s), 3.76-3.34 (6H, m), 2.88 (2H, d, J=7.4Hz), 1.33-1.11(24H, m). 13C NMR (100MHz, CDCl3) delta 155.4, 151.8, 131.7, 131.1, 129.9, 124.7, 120.1, 119.7, 119.8, 118.8, 111.5, 71.1, 65.5, 61.5, 60.4, 55.8, 54.4, 39.7, 28.6, 28.1, 17.9, 14.6, 12.6. HRMS calculated for C30H45NO6Si (MNa+) 566.2908, found 566.2911.

The synthetic route of 23147-58-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Magnus, Philip; Marks, Kyle D.; Meis, Alan; Tetrahedron; vol. 71; 23; (2015); p. 3872 – 3877;,
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Application of 27871-49-4, 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. 27871-49-4, name is (S)-Methyl 2-hydroxypropanoate, molecular formula is C4H8O3, 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: A solution of (S)-alpha-hydroxyester 2 (1.0 equiv, 30 mmol) and 2,6-lutidine (2.3 equiv, 69 mmol) in CH2Cl2 (40 mL) at 0 C, under an atmosphere of nitrogen, was treated with triflic anhydride (1.1 equiv, 33 mmol). After 15 min, a solution of BocNHNHR’ 1 (1.0 equiv, 30 mmol) in CH2Cl2 (30 mL) was added dropwise for 30 min and the mixture was stirred for 4-6 h at 0 C until completion (monitored by TLC). After evaporation of the solvent, Et2O (50 mL) was added and 2,6-lutidinium triflate was precipitated by storing the reaction mixture overnight in the refrigerator. The 2,6-lutidinium triflate was filtered and the filtrate was diluted in Et2O (100 mL) and washed with water (20 mL), dried over MgSO4, filtered, and evaporated in vacuo. The resulting crude material was purified and characterized as reported below.

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 27871-49-4, (S)-Methyl 2-hydroxypropanoate.

Reference:
Article; Moussodia, Ralph-Olivier; Acherar, Samir; Bordessa, Andrea; Vanderesse, Regis; Jamart-Gregoire, Brigitte; Tetrahedron; vol. 68; 24; (2012); p. 4682 – 4692;,
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Related Products of 112-27-6 ,Some common heterocyclic compound, 112-27-6, molecular formula is C6H14O4, 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.

Triethylene glycol (4.50 g, 30 mmol) and triethylamine (TEA) (8.0 mL) were dissolved in dichloromethane (60 mL). Then, tosylchloride (5.70 g, 30 mmol) was added in one portion. The resulting mixture was stirred for 12 h at 25 oC (Scheme 2). After washing with KHSO4 (1 mol/L, 40 mL) and NaHCO3 (5%, 40 mL) and drying over anhydrous Na2SO4, the crude product was obtained by evaporation and subsequently purified by column chromatography over silica gel (dichloromethane/MeOH = 100:1, v/v) to obtain the target product 1 as a colorless oil (4.2 g, 14.4 mmol, 48%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,112-27-6, its application will become more common.

Reference:
Article; Wu, Xuan; Gao, Lei; Sun, Junzhao; Hu, Xiao-Yu; Wang, Leyong; Chinese Chemical Letters; vol. 27; 11; (2016); p. 1655 – 1660;,
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Electric Literature of 71176-54-0, 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. 71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol, molecular formula is C8H11NO2, 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.

Compound 27:25 26 27[227] To a solution of 5-nitro-m-xylene-alpha,alpha’-diol 25 (1.07 g, 5.84 mmol) in methanol (50 mL) was added Pd/C (10percent, 311 mg, 0.29 mmol). Hydrogen was introduced to replace the air then the mixture was hydrogenated (H2, 5 psi) for 2 hours at room temperature. The solution was filtered through celite and the filtrate was evaporated by rotary evaporation in vacuo to give compound 26 as a white solid (900 mg, y = 100percent). 1H NMR (400 MHz, MeOD): delta 6.71 (s, IH), 6.66 (s, 2H), 4.51 (s, 4H); 13C NMR (400 MHz, MeOD): delta 148.9, 143.8, 116.7, 114.3, 65.5; It was dissolved in anhydrous acetonitrile (30 mL) and ethyl bromoacetate (443 mul, 4.67 mmol) and potassium carbonate (807 mg, 5.84 mmol) were added. The mixture was put in a 86 0C oil bath and refluxed for 17 hours. The reaction mixture was removed from the oil bath, cooled to room temperature and diluted with dichloromethane. It was filtered through celite and the solid was washed with dichloromethane. White precipitate appeared in the filtrate. It was col]ected by filtration to give compound 27 (414 mg, y = 39percent) as a white solid. 1H NMR (400 MHz, MeOD): delta 6.67 (s, IH), 6.53 (s, 2H), 4.51 (s, 4H), 3.94 (s, 2H), 3.73 (s, 3H); 13C NMR (400 MHz, MeOD): delta 174.0, 149.7, 143.9, 116.2, 111.6, 65.6, 52.6, 46.5; MS (m/z): found 248.0 (M + Na)+.

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 71176-54-0, (5-Amino-1,3-phenylene)dimethanol.

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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Related Products of 3840-31-1, 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 3840-31-1 as follows.

A solution of alcohol 30?22 (396 mg, 2 mmol), imidazole (300 mg, 4.4mmol), and TBSCl (332 mg, 2.2 mmol) in anhyd CH2Cl2 (4 mL) was stirred at overnight at`1234/7458-+ * r.t. H2O (5 mL) and CH2Cl2 (20 mL) were addedto the mixture, and the organic layer was separated, washed successivelywith sat. aq NaHCO3 (5 mL), H2O (2 × 5 mL), and brine (5 mL),then dried (MgSO4) and filtered. The filtrate was concentrated in vacuoand the residue was purified by flash column chromatography [silicagel, EtOAc-PE (1:25)] to give a colorless oil; yield: 569 mg (91%).IR (KBr): 2962, 2928, 2857, 1596, 1499, 1459, 1378, 1017, 832, 775cm-1.1H NMR (300 MHz, CDCl3): delta = 6.57 (s, 2 H), 4.69 (s, 2 H), 3.85 (s, 6 H),3.83 (s, 3 H), 0.96 (s, 9 H), 0.11 (s, 6 H).13C NMR (75 MHz, CDCl3): delta = 153.16, 137.14, 136.78, 102.80, 64.86,60.78, 55.96, 25.89, 18.36, -5.28.MS (ESI, MeOH): m/z = 335 [M + Na]+.HRMS-ESI: m/z [M + Na]+ calcd for C16H28NaO4Si: 335.1655; found:335.1663.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3840-31-1, its application will become more common.

Reference:
Article; Zhang, Qi; Kang, Xiuqin; Long, Lei; Zhu, Lijuan; Chai, Yonghai; Synthesis; vol. 47; 1; (2015); p. 55 – 64;,
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Adding a certain compound to certain chemical reactions, such as: 67622-86-0, 2-Methyl-1-(methylamino)propan-2-ol, 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, Application In Synthesis of 2-Methyl-1-(methylamino)propan-2-ol, blongs to alcohols-buliding-blocks compound. Application In Synthesis of 2-Methyl-1-(methylamino)propan-2-ol

To a suspension of l-methyl-4-nitro-lH-pyrazole-3-carboxylic acid (639 mg, 3.7 mmol) and 2- methyl-l-(methylamino)propan-2-ol (500 mg, 4.85 mmol) in THF (15 mL) were added HATU (1.57 g, 4.12 mmol) and N-methylmorpholine (2.13 mL, 19.4 mmol) at ambient temperature. The mixture was heated to 70 C and stirred for 16 h. After cooling down to ambient temperature, the reaction mixture was poured into 20 mL HC1 (2N aqueous solution) and extracted with ethyl acetate (2 x 100 mL).The organic layers were washed with water, brine and the solvent was evaporated. The aqueous layer was back-extracted with dichloromethane, dried and concentrated in vacuo. Both residues were combined to give 2.75 g of a semi-solid yellow material. The crude material was purified by silica gel chromatography using a methanol/ethyl acetate gradient to yield the product (1.2 g, 90 %) as colorless oil.MS: M = 257.3 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67622-86-0, 2-Methyl-1-(methylamino)propan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLEICHER, Konrad; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; GRUBER, Felix; KOERNER, Matthias; KUHN, Bernd; PETERS, Jens-Uwe; RODRIGUEZ SARMIENTO, Rosa Maria; WO2011/154327; (2011); A1;,
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Reference of 14426-20-1 ,Some common heterocyclic compound, 14426-20-1, molecular formula is C6H16ClNO, 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.

Chenodeoxycholic acid (2.0 g, 5.1 mmol), DMAP (0.92 g, 7.6 mmol) and diethylaminoethanol hydrochloride (1.17 g, 7.6 mmol) were mixed and dissolved in dichloromethane (15 mL). ), EDCI (1.46 g, 7.6 mmol) was added in portions. After stirring at room temperature for 3 hours, water and dichloromethane were added and extracted three times. The organic phase was washed twice with saturated ammonium chloride and washed with saturated brine.Dry Na2SO4, concentrate by filtration,After column chromatography, chenodeoxycholic acid 2-(diethylamino)ethyl ester (2.99 g, 80%) was obtained.2-(Diethylamino)ethyl chenodeoxycholate (2.0 g, 4.1 mmol) was dissolved in 10 mL of glacial acetic acid, heated to 50 C for 2 hours, and glacial acetic acid was concentrated to obtain chenodeoxycholic acid 2 -(Diethylamino)ethyl acetate (2.24 g, 100%).

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. 14426-20-1, 2-(Diethylamino)ethanol hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ningbo Bai Naxi Pharmaceutical Co., Ltd.; Li Xiaochuan; (20 pag.)CN108218945; (2018); A;,
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Adding a certain compound to certain chemical reactions, such as: 1124-63-6, 3-Cyclohexylpropan-1-ol, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

3-Cyclohexylpropan-1-ol (10 mmol) was refluxed overnight with bromic acid (10 mmol). After adding ice water,The reaction mixture was extracted with ethyl acetate to give 3- (bromopropyl) cyclohexane. The crude mixture was reacted with phthalimide (15 mmol) in THF solution (20 ml) to obtain a white solid phthalimide derivative. This was filtered and then reacted with hydrazine (98%, 63 mmol) in anhydrous ethanol (15 ml) at 60 C for 10 minutes. The reaction mixture was diluted with water and extracted with ethyl acetate to give a 3-cyclohexylpropylamine compound.

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; The Industry & Academic Cooperation in Chungnam National University (IAC); Jung, Sang-Hun; Woo, Sun-Hee; Kim, Sang- Kyum; Jeon, Eun-Seok; Lee, Yu-Jung; Meunikam, Manoj; Jalani, Hiteshkumar; Sharma, Niti; (205 pag.)KR2016/108281; (2016); A;,
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Synthetic Route of 41175-50-2 ,Some common heterocyclic compound, 41175-50-2, molecular formula is C12H15NO, 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.

Compound 26 (0.13 g, 0.69 mmol) was dissolved in 1 mL MeOH. The solution was chilled in an ice bath, then was treated with HC1 (2 M, 10 mL). After 15 mins, />-nitrobenzenediazonium tetrafluoroborate (0.18 g, 0.76 mmol) was added to the solution in 5 portions over 15 mins, then stirred at 0 C for additional 1 h. During which time, the color of the reaction mixture changed from orange to dark red. After which, the solution was carefully basified with solid K2CO3 until pH value of the solution rose above 8. The deep red precipitate was collected via vacuum filtration and washed with small portions of DI water. The product was left in the funnel and air dried overnight to afford compound 36 (186 mg, 80%) as a dark red solid, which was used for the next step without further purification.

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. 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; OREGON HEALTH & SCIENCE UNIVERSITY; GIBBS, Summer L.; WANG, Lei G.; BARTH, Connor W.; (159 pag.)WO2020/23911; (2020); A2;,
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Related Products of 1562-00-1, Adding some certain compound to certain chemical reactions, such as: 1562-00-1, name is Sodium isethionate,molecular formula is C2H5NaO4S, 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 1562-00-1.

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]-.

According to the analysis of related databases, 1562-00-1, the application of this compound in the production field has become more and more popular.

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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