Month: September 2021

Electric Literature of 50595-15-8, Adding some certain compound to certain chemical reactions, such as: 50595-15-8, name is tert-Butyl 2-hydroxyacetate,molecular formula is C6H12O3, 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 50595-15-8.

To a 20 mL reaction vial with magnetic stir bar was massed 4- chlorosulfonylbenzoyl chloride (See procedure above; SI-3, limiting reagent, 0.501 g, 2.10 mmol), and the vial was capped with a septum and positive pressure nitrogen line. Through the septum was added tetrahydrofuran (20 mL/g, 10 mL), and the vial was cooled in a dry ice/acetone bath. Upon equilibrating to temperature, triethylamine (2.0 eq, 0.58 mL, 4.2 mmol) was added in one portion, followed by 3-azidopropan-1-ol (1.0 eq, 0.219 grams, 0.20 mL, 2.09 mmol). The vial was allowed to react in the cooling bath. After one hour, complete conversion was observed (reaction progress monitored by HPLC), and tert-butyl glycolate (1.5 eq, 0.415 g, 3.14 mmol), and the cooling bath was removed and the vial was allowed to warm to room temperature. After one hour, conversion was observed to be 24percent, and the reaction was allowed to stir overnight at room temperature to reach completion. The crude reaction was diluted in ethyl acetate (40 mL/g, 20 mL), washed twice with water (20 mL/g each, 10 mL each), and finally brine (10 mL/g, 5 mL). The rich organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo. The oil thus obtained was purified by column chromatography (silica, heptane/ethyl acetate). SI-5 was obtained after concentration as a solid with a yield of 63percent (526 mg). The structure was confirmed with HSQC and HMBC spectroscopy; correlation was observed between the azidopropyl methylene and the carboxylate carbon, confirming connectivity. SI-5: 1H NMR (500 MHz, CDCl3) delta 8.22 (d, J = 7.9 Hz, 2H), 8.04 (d, J = 8.2 Hz, 2H), 4.55 (s, 2H), 4.48 (t, J = 6.1 Hz, 2H), 3.50 (t, J = 6.4 Hz, 2H), 2.08 (quintet, J = 6.3 Hz, 2H), 1.43 (s, 9H) ppm; 13C NMR (126 MHz, CDCl3) delta 164.7, 164.6, 140.0, 134.9, 130.3, 128.1, 83.6, 65.5, 62.8, 48.2, 28.1, 27.9 ppm; HRMS (ESI-TOF): calc?d for

According to the analysis of related databases, 50595-15-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CREECH, Gardner, S.; KHEIRABADI, Mahboubeh; EASTGATE, Martin, D.; NIRSCHL, David, S.; CARTER, Percy, H.; (82 pag.)WO2018/227053; (2018); A1;,
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Synthetic Route of 112-70-9, 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. 112-70-9, name is 1-Tridecanol, molecular formula is C13H28O, 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 1 (590mg, 1.0mmol), which was prepared from protoporphyrin IX (PPIX) under acid esterification conditions,17 was dissolved in HBr/acetic acid (25%, 30mL) under nitrogen atmosphere and the mixture was stirred for 2h. All volatile solvents were evaporated under vacuum to yield dimethyl 3,3?-(7,12-bis(1-bromoethyl)-3,8,13,17-tetramethylporphyrin-2,18-diyl)dipropionate (2) as a green colored liquid. The resulting liquid was directly dissolved in dichloromethane (50mL), and 1-tridecanol (2.2mmol, 441mg) and Cs2CO3 (2.2mmol, 304mg) were added to the dichloromethane solution. The reaction mixture was again stirred under nitrogen atmosphere for 2h and filtered. The resulting filtrate was concentrated under the reduced pressure and the residue was purified by preparative TLC on silica gel with CH2Cl2/MeOH (20:1) to give compound 3a (218mg, 23% yield) as a dark violet crystal. Rf=0.8 (CH2Cl2/MeOH 20:1); 1H NMR (400MHz, CDCl3, TMS) delta 10.63 (s, 1H), 10.61 (s, 1H), 10.11 (s, 1H), 10.08 (s, 1H), 6.09 (m, 2H), 4.41-4.45 (m, 4H), 3.73 (s, 3H), 3.71 (s, 3H), 3.70 (s, 3H), 3.69 (s, 3H), 3.68 (s, 3H) 3.67 (s, 3H), 3.65 (m, 4H), 3.28-3.32 (m, 4H), 2.25-2.27 (d, J=7.0Hz, 6H), 1.09-1.80 (m, 42H), 0.84 (t, J=12.9Hz, 6H); 13C NMR (75MHz, CDCl3, TMS) delta 173.7 (2C; C=O), 140.6, 140.4, 138.4, 138.2, 137.2, 136.8, 136.5 (16C; C pyrrole), 98.8, 98.6, 96.8, 96.1, 73.3 (2C, OCH) 69.6 (2C, OCH2), 51.74 (2C; CO2CH3), 37.0 (2C, CH3CH), 31.9 (2C; CH2COOMe), 30.3, 29.5, 29.3, 26.4, 25.5, (24C; -CH2-), 22.6 (2C; CH2CH2COO), 21.9, 14.1 (2C, CH3C pyrrole), 11.7ppm (2C; CH3C pyrrole); IR (NaCl disc) 3311, 2924, 2853, 1739, 1435, 1100cm-1; MS (ESI, positive): m/z (%): 991; HRMS (ESI, positive) m/z Calcd for C62H94N4O6 [M+H]+; 991.7252, found: 991.7252.

According to the analysis of related databases, 112-70-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tachikawa, Shoji; El-Zaria, Mohamed E.; Inomata, Ryu; Sato, Shinichi; Nakamura, Hiroyuki; Bioorganic and Medicinal Chemistry; vol. 22; 17; (2014); p. 4745 – 4751;,
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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. 18776-12-0, name is 3-Chloro-1-phenylpropan-1-ol, the common compound, a new synthetic route is introduced below. Application In Synthesis of 3-Chloro-1-phenylpropan-1-ol

A. (1 -Bromo-3-chloropropyl)benzene; 3-Chloro-1 -phenyl-1 -propanol (1.71 g, 10 mmol) was dissolved in dry Et20 (27 ml_) and purged with N2. A solution of PBr3 (0.63 ml_, 6.6 mmol) in dry Et20 (27 mL) was added dropwise very slowly. The reaction was stirred for 2 h at room temperature, followed by washing with 5% aqueous sodium acetate (x2) and brine (x1 ). The organic fraction was dried (MgS04), filtered, and the solvent evaporated to dryness. The resulting crude mixture was purified by column chromatography (S1O2, hexane/EtOAc) to obtain the desired compound as a yellow oil in 45% yield (1 .06 g, 4.54 mmol).

The synthetic route of 18776-12-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROUS INSTITUTE FOR BIOMEDICAL RESEARCH, S.A.; MUNOZ, Rosa; GARCIA-DELGADO, Noemi; FLORES, Ramon; SERRADELL, Neus; PROUS, Josep, R.; WO2012/13691; (2012); A1;,
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Reference of 41175-50-2, 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. 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol. A new synthetic method of this compound is introduced below.

Under Argon, fresh distilled DMF (2.8 mL) was added dropwise toPOCl3 (2.8 mL) at room temperature and stirred for 30 min to yield ared solution. Then a portion of 2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol (3.15 g, 16.64 mmol, dissolved in 10 mL DMF) wasadded dropwise to the above solution and a scarlet suspension wasyielded. The mixture was stirred at room temperature for 30 min and80 C for 30 min until the reaction was completed, then the reactionmixture was poured into 150 mL of ice water. NaOH solution (20%)was added to adjust the pH to 6 and continue stirred for 2 h, and alarge amount of precipitate was obtained. The crude product was purifiedby flash column chromatography (PE:EA = 20:1, v/v) to give theproduct as a brown solid (2.50 g, yield: 69.1%). 1H NMR (500 MHz,CDCl3) delta 11.80 (s, 1H), 9.36 (s, 1H), 6.82 (s, 1H), 3.27 (m, 4H), 2.66 (t,J = 6.4, 6.4 Hz, 4H), 1.92 (q, J = 6.0, 6.0, 5.9 Hz, 4H). 13C NMR(126 MHz, CDCl3) delta 191.66, 159.41, 149.58, 131.25, 113.68, 110.75,105.35, 50.40, 50.04, 27.32, 21.77, 20.68, 19.75.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,41175-50-2, its application will become more common.

Reference:
Article; Gan, Yabing; Li, Haitao; Liu, Meiling; Yao, Shouzhuo; Yin, Guoxing; Yin, Peng; Yu, Ting; Zhang, Youyu; Zhou, Li; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 241; (2020);,
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Electric Literature of 112-70-9, 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 112-70-9, name is 1-Tridecanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of tridecanol (1.08 g, 5.31 mmol) in dichloromethane (20 mL), triphenyl phosphine (1.53 g, 5.84 mmol) and imidazole (0.39 g, 5.84 mmol) were added and cooled to0 C. I2 (1.48 g, 5.84 mmol) was added and the reaction mixture was stirred at room temperature for 3 h. After completion of starting materials, the reaction mixture was evaporated and diluted with hexane and passed through a Celite pad. The combined organic extracts were evaporated under reduced pressure to obtain the crude product which was purified by column chromatography (100- 200 mesh silica gel, eluent hexane) to furnish iodotridecane (1.43 g, 84%) as a low melting solid.

According to the analysis of related databases, 112-70-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHENOMENOME DISCOVERIES INC.; KHAN, M., Amin; WOOD, Paul, L.; GOODENOWE, Dayan; WO2013/71418; (2013); A1;,
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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. 2568-33-4, name is 3-Methylbutane-1,3-diol, molecular formula is C5H12O2, 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. COA of Formula: C5H12O2

5t (1.0 mmol), carbodiimide (CDI, 1.1 mmol), and DMAP(0.1 mmol) were sequentially added under air to a reaction tubeequipped with a stir bar and a septum. Et3N (1.5 mmol) and CH2Cl2(2 mL) was added by syringe and the resulting mixture vigorouslystirred for 3 h at ambient temperature. After this time, 8i(2.0 mmol) was sequentially added to this solution and the result-ing mixture again stirred for 14 h at ambient temperature. After thistime, the resulting solution was quenched with sat. NH4Claq andextracted with EtOAc. The solution obtained was ltered throughthe plug of silica gel and anhydrous MgSO4, and then concentratedby rotary evaporation. The pure product 9i was obtained byrecrystallization (65%, X mg, X mmol). IR(neat): 3484, 3341, 2970,1684, 1594, 1515, 1272, 1102 cm1.1H NMR (500 MHz, CDCl3) d: 8.59(brs, 1H), 8.02 (d, J 8.7 Hz, 2H), 7.63 (d, J 8.7 Hz, 2H), 4.49 (t,J 6.8 Hz, 2H), 2.05 (s, 6H), 1.98 (t, J 6.8 Hz, 2H), 1.32 (s, 6H);13CNMR (125 MHz, CDCl3) d: 170.30, 166.13, 141.66, 130.81, 126.32,119.23, 70.05, 62.49, 62.07, 41.80, 32.42, 29.81. HRESIMS calcd. forC16H23O4NBr (MH): 372.0810; found 372.0811.

With the rapid development of chemical substances, we look forward to future research findings about 2568-33-4.

Reference:
Article; Murata, Yumi; Takeuchi, Kentaro; Nishikata, Takashi; Tetrahedron; vol. 75; 18; (2019); p. 2726 – 2736;,
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Electric Literature of 34626-51-2, 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.34626-51-2, name is 5-Bromopentan-1-ol, molecular formula is C5H11BrO, molecular weight is 167.0442, as common compound, the synthetic route is as follows.

5-bromopentanol (8 g) was dissolved in DICHLOROMETHANE (100 mL) and was chilled in an ice bath. Dihydropyran (9 g) was added dropwise followed by P-TOLUENE SULFONIC acid monohydrate (1 g). The mixture was allowed to slowly warm to room temperature and stirred for 18 HOURS. The mixture was diluted with 200 mL ether, washed with 10% INA (: H (100 mL) and dried over MgSO4 to give the title compound. DZ (CDC13, 62.9 MHz): 19.7, 25.0, 25.5, 28. 9,30. 7,32. 6,33. 7,62. 4,67. 2 and 89. 9.

Statistics shows that 34626-51-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromopentan-1-ol.

Reference:
Patent; THE UNIVERSITY COURT OF THE UNIVERSITY OF ABERDEEN; WO2004/98582; (2004); A2;,
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Reference 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.

A solution of N-benzylpropanolamine (3.3 g) and benzyl(S)-(+)-glycidyl ether (3.6 g) in ethanol (40 mL) was heated at 40 C. for 18 h. The solvent was evaporated under reduced pressure to give the subtitled compound as a colourless oil (6.8 g, 100%), which was used without further purification. 1H NMR (400 MHz, DMSO-d6): delta 7.29 (m, 10H), 4.54 (m, 1H), 4.45 (s, 2H), 4.36 (t, 2H), 3.76 (m, 1H), 3.44 (m, 5H), 2.47 (m, 4H), 1.57 (m, 2H).

According to the analysis of related databases, 4720-29-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AstraZeneca AB; Lonn, Hans Roland; Connolly, Stephen; Swallow, Steven; Karlsson, Staffan PO; Aurell, Carl-Johan; Ponten, John Fritiof; Doyle, Kevin James; Van de Poel, Amanda Jane; Jones, Graham Peter; Watson, David Wyn; MacRitchie, Jaqueline Anne; Palmer, Nicholas John; (50 pag.)US9522894; (2016); B2;,
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Application of 7541-49-3, 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 7541-49-3, name is 3,7,11,15-Tetramethylhexadec-2-en-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 4 3 7,11,15-tetramethyl-hexadecanol (Dihydrophytol) Method B, Hydrogenation Over Nickel: (0031) Phytol (200.45 g) was hydrogenated at room temperature in ethanol (1 lit) with 30% slurry of Raney Nickel (85.7 g), with a stream of hydrogen for 104 hours to get dihydrophytol, 201.87 g (100%). Mass spec: m/z 297 (M-1)+. 1H NMR (CDCl3), delta ppm: 0.83-0.88 (m, 15H), 1.04-1.53 (m, 24H), 1.75 (s), 3.60-3.71 (m 2H). This product is used without further purification in the conversion to the corresponding bromide.

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 7541-49-3, 3,7,11,15-Tetramethylhexadec-2-en-1-ol.

Reference:
Patent; The United States of America as represented by the Secretary of the Air Force; Tan, Loon-Seng; Kannan, Ramamurthi; Dalton, Matthew; US8471035; (2013); B1;,
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Related Products of 3637-61-4, 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. 3637-61-4, name is Cyclopentanemethanol. A new synthetic method of this compound is introduced below.

A solution of triphenylphosphine (28.80 g, 109.8 mmol) and imidazole (14.9 g, 219.6 mmol) in methylene chloride (160 mL) was cooled to 0 C. and then slowly treated with iodine (27.87 g, 109.8 mmol). The reaction mixture was then treated dropwise with a solution of cyclopentylmethanol (10.00 g, 99.8 mmol) in methylene chloride (10 mL). The resulting reaction mixture was allowed to warm to 25 C. where it was stirred for for 4 h. The reaction mixture was then diluted with water (50 mL), and the reaction mixture was further extracted with methylene chloride (3*20 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo at 25 C. The resulting solid was washed with pentane (4*50 mL) and filtered through a silica gel plug. The filtrate was concentrated in vacuo at 25 C. to afford iodomethylcyclopentane (18.48 g, 88%) as a clear colorless liquid: EI-HRMS m/e calcd for C6H11I (M+) 209.9906, found 209.9911.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3637-61-4, Cyclopentanemethanol, and friends who are interested can also refer to it.

Reference:
Patent; Hoffman-La Roche Inc.; US6610846; (2003); B1;,
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