Tag: M.W=100-200

Related Products of 558-42-9, 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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol. A new synthetic method of this compound is introduced below.

A solution of 1-chloro-2-methyl-2-propanol (2.23 g, 97percent, 0.02 mol), potassium phthalimide (3.780 g, 98percent, 0.02 mol) and sodium iodide (60 mg, 4 mmol) in anhydrous DMF (40 mL) was heated to reflux overnight. The solvent was evaporated under reduced pressure. The resulting product was triturated with a mixture of 3:2 ethyl acetate/hexanes and the ensuing white precipitate was removed by filtration. The yellow filtrate was concentrated under reduced pressure and purified by flash chromatography in a mixture of 2:3 ethyl acetate/hexanes. The impure product thus isolated was triturated with hot hexanes (125 mL) and filtered to remove an insoluble white impurity. After evaporation of the solvent under reduced pressure, the obtained white solid was recrystallized in hexanes. The product was yielded as colorless crystals that were collected by filtration and dried under high vacuum (1.63 g, 37percent yield). m.p.: 104-105° C.; TLC Rf 0.20 (2:3 ethyl acetate/hexanes); FTIR (KBr): 3524, 3456, 3097, 3031, 2973, 2930, 1773, 1698, 1611, 1466, 1427, 1389, 1319, 1190, 1076, 990, 965, 912, 890, 838, 766, 724, 712, 638 cm-1; 1H-NMR(500 MHz, CDCl3): delta 1.26 (s, 6H, 2 CH3), 2.74 (s, 1H, OH), 3.75 (s, 2H, CH2), 7.72 (dd, 2H, Jo=5.44 Hz, Jm=3.04 Hz, 2 Hc),, 7.85 (dd, 2H, Jo=5.42 Hz, Jm=3.06 Hz, 2 Hb); 13C-NMR(126 MHz, CDCl3): delta 27.6 (2 CH3), 49.3 (CH2), 71.6 (CMe2), 123.6 (2 Cb), 132.0 (2 Ca), 134.3 (2 Cc), 169.3 (2 CO).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,558-42-9, 1-Chloro-2-methyl-2-propanol, and friends who are interested can also refer to it.

Reference:
Patent; DRAXIS Specialty Pharmaceuticals Inc.; US2008/102028; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2240-88-2, 3,3,3-Trifluoropropan-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, Computed Properties of C3H5F3O, blongs to alcohols-buliding-blocks compound. Computed Properties of C3H5F3O

1.00 g (5.75 mmol) 2-bromo-5-hydroxypyridine, 0.66 g (5.75 mmol) 3,3,3-trifluoro-l- propanol and 1.51 g (5.75 mmol) triphenylphosphine are added to 50 mL THF. Then 1.32 g (5.75 mmol) di-tert-butyl azodicarboxylate are added and the reaction mixture is stirred at 60 °C for 3 h. The solvent is removed in vacuo and the crude product is purified by column chromatography (silica gel, PE/EtOAc). C8H7BrF3NO (M= 270.1 g/mol) ESI-MS: 270/272 [M+H]+ Rt (HPLC):0.94 min (method C)

The synthetic route of 2240-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; WO2014/114578; (2014); A1;,
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Application of 37585-16-3, 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 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Benzyl alcohol derivative 11 (1 eq.) was dissolved in CH2Cl2 (0.4 M). Manganese (IV) oxide (2.1 eq.)was added under argon and the solution was left to stir at room temperature for 48 h. The progress ofthe reaction was monitored by TLC analysis. After completion, manganese oxide was filtered off andthe resulting filtrate was concentrated under reduced pressure. The crude product was purified by silicacolumn chromatography employing mixtures of n-hexane and ethyl acetate as eluents to obtain thedesired product 10.

According to the analysis of related databases, 37585-16-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jarrige, Lucie; Merad, Jeremy; Zaied, Siwar; Blanchard, Florent; Masson, Geraldine; Synlett; vol. 28; 14; (2017); p. 1724 – 1728;,
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Electric Literature of 624-95-3 ,Some common heterocyclic compound, 624-95-3, molecular formula is C6H14O, 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.

10104] To a stirred solution of(S)-ethyl 2-(tert-butoxy)-2-(4-(4,4-dimethylpiperidin- 1 -yl)-5-(4-hydroxyphenyl)-2,6-dimethylpyridin-3-yl)acetate (0.042 g, 0.090 mmol), 3,3-dimethylbutan- 1 -ol (0.046 g, 0.448 mmol) and Ph3P (0.071 g,0.269 mmol) in THF (5 mE) was added DEAD (0.043 ml,0.269 mmol) at 0 C. After 1 h, cold bath was removed andstirred overnight (15 h) at rt. Then, reaction mixture wasconcentrated and purified by prep-HPEC to afford (5)-ethyl2-(tert-butoxy)-2-(5-(4-(3,3-dimethylbutoxyl)phenyl)-4-(4,4-dimethylpiperidin- 1 -yl)-2,6-dimethylpyridin-3-yl)acetate(0.0205 g, 0.037 mmol, 41.4% yield) as white solid. ?H NMR(500 MHz, CDC13) oe 7.14-7.17 (m, 1H), 7.05-7.09 (m, 1H),6.95-6.99 (m, 2H), 6.09 (s, 1H), 4.27 (qd, J=7.1, 10.8 Hz, 1H),4.17 (qd, J=7.1, 10.7 Hz, 1H), 4.08-4.13 (m, 2H), 3.19 (d,J=1 1.8Hz, 1H), 2.88 (t, J=12.1 Hz, 1H), 2.61 (s, 3H), 2.28 (d,J=1 1.8Hz, 1H), 2.21 (s, 3H), 2.07 (t, J=1 1.8Hz, 1H), 1.79 (t,J=7.3 Hz, 2H), 1.56 (td, J=3.7, 12.4 Hz, 1H), 1.34-1.42 (td,J=3.5, 12.5 Hz, 1H), 1.26 (t, J=7.1 Hz, 3H), 1.21 (s, 9H),1.17-1.20 (m, 1H), 1.08 (d, J=12.9 Hz, 1H), 1.04 (s, 9H), 0.90(s, 3H), 0.66 (s, 3H). ECMS (M+H)=553.4.

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. 624-95-3, 3,3-Dimethylbutan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bristol-Myers Squibb Company; Naidu, B. Narasimhulu; Patel, Manoj; Romine, Jeffrey Lee; St. Laurent, Denis R.; Wang, Tao; Zhang, Zhongxing; Kadow, John F.; US2015/232463; (2015); A1;,
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Synthetic Route of 7589-27-7, 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. 7589-27-7, name is 2-(4-Fluorophenyl)ethanol. A new synthetic method of this compound is introduced below.

To a solution of 4-fluorophenethyl alcohol (1.40 g, 10 mmol, 1.25 mL, 1 eq), Et3N (3.04 g, 30 mmol, 4.16 mL, 3 eq) in DCM (20 mL) was added MsCl (1.49 g, 13 mmol, 1.01 mL, 1.30 eq) at 0 °C. The mixture was stirred at 0 °C for 30 min. Water (10 mL) was added to the mixture and the organic layer isolated. The water layer was further extracted with DCM (10 mL* 2). The combined organic layers were dried over anhydrous sodium sulfate and concentrated in vacuo to afford the target compound as a yellow oil (1.8 g, 83.5percent). NMR (400MHz, CD3OD) delta 7.33 – 7.25 (m, 2H), 7.07 – 7.00 (m, 2H), 4.40 (t, J=6.8 Hz, 2H), 3.02 (t, J=6.8 Hz, 2H), 2.95 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7589-27-7, its application will become more common.

Reference:
Patent; CHRYSALIS, INC.; GWALTNEY, Stephen; (167 pag.)WO2017/143011; (2017); A1;,
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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. 16369-21-4, name is 2-(Propylamino)ethanol. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(Propylamino)ethanol

Preparation 17 4-propylmorpholine-2-one Methyl 2-bromoacetate (50 mL, 0.54 mol, 1 eq) was added slowly to N-propylaminoethanol (62.4 ml, 0.54 mol, 1 eq) and Et3N (75 ml, 0.54 mol, 1 eq) in toluene at 0 C. and allowed to stir at room temperature overnight. Water (1 L) was added, and the mixture extracted with EtOAc (2*500 mL). Brine (500 mL) was added to the aqueous layer, which was re-extracted with EtOAc (2*500 mL). Organic layers were combined, dried (MgSO4), filtered and solvent removed in vacuo to give 62.7 g (81%) of title compound as a clear oil. TLC EtOAc Rf=0.5 M/S (APCI+) 144 (MH+) 1H NMR (400 Mhz, CD3OD) deltaH 0.9 (t, 3H), 1.4-1.6 (m, 2H), 2.3-2.4 (m, 2H), 2.6-2.7 (m, 2H), 3.3 (s, 2H), 4.4 (m, 2H)

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, 16369-21-4, 2-(Propylamino)ethanol.

Reference:
Patent; Pfizer Inc; US2005/267096; (2005); A1;,
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Application of 4084-38-2, 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 4084-38-2 as follows.

Production Example 2 To a mixture solution of 0.42 g of (1R)-trans-2,2-dimethyl-3-((Z)-1-propenyl)cyclopropanecarboxylic acid, 0.49 g of (2,3,5,6-tetrafluorophenyl)methanol, 0.93 g of triphenylphosphine and 20 ml of tetrahydrofuran, 2.0 ml of 40% toluene solution containing diisopropyl azodicarboxylate was added. After one day, the reaction solution was concentrated under reduced pressure and the residue was subjected to silica gel column chromatography (eluent: hexane/ethyl acetate=20/1) to give 0.80 g of (2,3,5,6-tetrafluorophenyl)methyl (1R)-trans-2,2-dimethyl-3-((Z)-1-propenyl)cyclopropanecarboxylate (Present compound 2) (yield 93%). 1H-NMR (CDCl3, TMS) delta 1.15(3H,s), 1.29(3H,s), 1.47(1H,d,J=5.3), 1.70(3H,dd,J=6.9,1.6), 2.19(1H,brdd,J=8.1,5.3), 5.12(1H,d, J=10.6, 8.1,1.6), 5.24(1H,t, J=1.6), 5.25(1H,t,J=1.6), 5.60(1H,dqd,J=10.6,6.9,1.1), 7.10 (lH,tt,J=9.7,7.4)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4084-38-2, its application will become more common.

Reference:
Patent; Sumitomo Chemical Company, Limited; US6225495; (2001); B1;,
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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.627-18-9, name is 3-Bromopropan-1-ol, molecular formula is C3H7BrO, molecular weight is 138.9911, as common compound, the synthetic route is as follows.Computed Properties of C3H7BrO

General procedure: Concentrated H2SO4 (1 mL) was added into the fuming HNO3 (0.84 mL) at 0 C and stirred for 10 min. Dichloromethane (DCM,10 mL) and 1-bromo-3-propanol (0.9 mL, 10 mmol) were put in dropwise. The reaction mixture was stirred at room temperaturefor another 3 h, then poured into 10 mL of H2O, and extracted with DCM (10 mL 3). The organic layer was combined, washed with saturated NaCl solution, dried over anhydrous Na2SO4, and concentrated concentrated in vacuo to give the crude product 3a. 3b was obtained according to similar procedures. No further purification was needed for the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,627-18-9, 3-Bromopropan-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Zhao, Nan; Tian, Kang-Tao; Cheng, Ke-Guang; Han, Tong; Hu, Xu; Li, Da-Hong; Li, Zhan-Lin; Hua, Hui-Ming; Bioorganic and Medicinal Chemistry; vol. 24; 13; (2016); p. 2971 – 2978;,
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Application of 4720-29-0, Adding some certain compound to certain chemical reactions, such as: 4720-29-0, name is 3-(Benzylamino)-1-propanol,molecular formula is C10H15NO, 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 4720-29-0.

Step-1: N-Benzyl-2-chloro-N-(3-hydroxy-propyl)-acetamideTo a solution of 3-benzylamino-propan-1-ol (28 g, 0.17 mol) solution in DCM was added triethylamine (25.9 ml, 0.19 mol) and chloroacetyl chloride (13.4 ml, 0.17 mol) at 0 C. The mixture was stirred for 2 h at room temperature, then concentrated and extracted with ethyl acetate. Concentration of organic layer afforded 41 g (93%) of N-benzyl-2-chloro-N-(3-hydroxy-propyl)-acetamide. LC/MS [M+H]+: 242.3

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. 4720-29-0, 3-(Benzylamino)-1-propanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KHAMRAI, Uttam; Ronsheim, Matthew; Karak, Sumit Kumar; US2010/152160; (2010); A1;,
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Reference of 4254-29-9, 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.4254-29-9, name is 2,3-Dihydro-1H-inden-2-ol, molecular formula is C9H10O, molecular weight is 134.18, as common compound, the synthetic route is as follows.

General procedure: The alkylation was performed following a published procedure [29] with minor modifications. 1 (1.0 eq.) was dissolved in dry THF under nitrogen in oven-dried round-bottomed flask and alcohol (1.1-2.5 eq.) and PPh3 (1.1-2.5 eq.) was added. The nitrogen flow was temporarily removed when solid alcohols were added. When all of the PPh3 was dissolved, DIAD (1.0-2.5eq.), were added drop wise. The reaction was stirred at room temperature under nitrogen, until TLC indicated full consumption of the starting material, unless otherwise noted. The solvent was removed under reduced pressure and the crude product was purified by flash column chromatography or automated flash column chromatography.

The chemical industry reduces the impact on the environment during synthesis 4254-29-9, I believe this compound will play a more active role in future production and life.

Reference:
Article; Pettersson, Mariell; Bliman, David; Jacobsson, Jimmy; Nilsson, Jesper R.; Min, Jaeki; Iconaru, Luigi; Guy, R. Kiplin; Kriwacki, Richard W.; Andreasson, Joakim; Gr°tli, Morten; PLoS ONE; vol. 10; 5; (2015);,
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