Tag: M.W=100-200

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. 6351-10-6, name is 2,3-Dihydro-1H-inden-1-ol, the common compound, a new synthetic route is introduced below. name: 2,3-Dihydro-1H-inden-1-ol

General procedure: A mixture of alcohol or phenol (1 mmol), DHP (1.2-1.4 mmol), and MNPs-PSA (5 mg, 0.95 mol%) was stirred at room temperature in dry CH2Cl2 (2 mL), and the progress of the reaction was monitored by TLC. After completion of the reaction, catalyst was separated by an external magnet and washed with CH2Cl2. Then, the pure product was isolated by passing of the reaction mixture through a short column using n-hexane and ethyl acetate (9:1) as eluent.

The synthetic route of 6351-10-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rostami, Amin; Tahmasbi, Bahman; Abedi, Fatemeh; Research on Chemical Intermediates; vol. 42; 4; (2016); p. 3689 – 3701;,
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Electric Literature of 115652-52-3, 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. 115652-52-3, name is (1-Aminocyclopropyl)methanol hydrochloride. A new synthetic method of this compound is introduced below.

Intermediate: 5-((5-((3′-(3-bromopropoxy)-2′-chloro-2-methyl-[1,1′-biphenyl]-3-yl)methoxy)-4-chloro-2-(((1-(hydroxymethyl)cyclopropyl)amino)methyl)phenoxy)methyl)nicotinonitrile To a solution of 5-((5-((3′-(3-bromopropoxy)-2′-chloro-2-methyl-[1,1′-biphenyl]-3-yl)methoxy)-4-chloro-2-formylphenoxy)methyl)nicotinonitrile (20 mg, 0.031 mmol) in a mixture of 1,2-dichloroethanel (0.8 mL) and EtOH (0.5 mL) was added (1-aminocyclopropyl)methanol, HCl (12 mg, 0.097 mmol), acetic acid (3 muL, 0.052 mmol), and 4 A mol sieves. The reaction was flushed briefly with N2, capped, stirred at room temp for 90 min, then treated dropwise (over 1 h) with sodium cyanoborohydride, 1.0M in THF (65 muL, 0.065 mmol) and stirred at room temp for 18 h. Additional sodium cyanoborohydride (15 mulit) was added dropwise and the reaction was stirred at room temp for 1 h. N,N-diisopropylethylamine (15 muL) was added and the reaction stirred at room temp for 1.5 h. The solvent was removed under a gentle stream of N2 to give the title compound that was used “as is” without purification in subsequent reactions. LC/MS Condition A: ret time 1.18 min; m/e=710(M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,115652-52-3, (1-Aminocyclopropyl)methanol hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YEUNG, KAP-SUN; Connolly, Timothy P.; Frennesson, David B.; Grant-Young, Katharine A.; Hewawasam, Piyasena; Langley, David R.; Meng, Zhaoxing; Mull, Eric; Parcella, Kyle E.; Saulnier, Mark George; Sun, Li-Qiang; Wang, Alan Xiangdong; Xu, Ningning; Zhu, Juliang; Scola, Paul Michael; (511 pag.)US2017/107202; (2017); 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. 6850-65-3, name is 4-Aminocyclohexan-1-ol(isomers mixture), the common compound, a new synthetic route is introduced below. category: alcohols-buliding-blocks

To a microwave reactor vessel is added 4-(2,3- dimethoxyphenyl) -2-fluorobenzonit?le (0.23 g, 0.89 mmol) , 4- hydroxylcyclohexylamine (0.21g, 1.79 mmol), N, N- diisopropylethylamme (0.23 g, 1.79 mmol), and DMSO (2 mL) . The mixture is microwaved at 150 0C for 1500 sec with high absorbance. The mixture is extracted with ethyl acetate (100 mL) , washed with brine (2 X 50 mL) , and dried over MgSO4. The crude product is purified by a silica gel column with chloroform/methanol (95:5) as the eluent, affording 0.17 g of the desired 4- (2, 3-Dimethoxyphenyl) -2- (4- hydroxylcyclohexylamino) benzonitrile (54%) as a white solid. LCMS m/z = 353 [M+H] .

The synthetic route of 6850-65-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SERENEX, INC.; WO2008/24963; (2008); A1;,
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Application of 13330-96-6, 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. 13330-96-6, name is 4-(Dimethylamino)butan-1-ol. A new synthetic method of this compound is introduced below.

General procedure: To a solution of 8 (1.00 mmol) in iPrOH (30 mL) was addedB2Pin2 (1.01 g, 4.00 mmol) and KOtBu (0.028 g, 2.50 mmol). Thereaction was stirred at 110 C. After 12 h, the mixture was cooled toroom temperature and was concentrated in vacuo. Then themixture was diluted with water and extracted with ethyl acetate.The combined organic layer was washed by saturated sodiumchloride solution for three times, dried over anhydrous Na2SO4 andconcentrated under reduced pressure. The residue was purified bysilica gel chromatography to give 9.To a stirred solution of 9 (0.29 mmol) and triphosgene (0.086 g,0.33 mmol) in anhydrous dichloromethane (5 mL) at 0 C wasadded triethylamine (0.12 mL, 0.87 mmol) under nitrogen atmosphere.Then a solution of 4-(dimethylamino)butan-1-ol(0.87 mmol) in dichloromethane (5 mL) was added. The mixturewas stirred at room temperature overnight, diluted withdichloromethane (15 mL) and washed with water (3 20 mL). Theorganic phases were separated, combined, dried over anhydrousNa2SO4 and concentrated in vacuo. The residue was purified byusing column chromatography to afford the corresponding product10a-10e.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13330-96-6, its application will become more common.

Reference:
Article; Lu, Dong; Liu, Jianan; Zhang, Yunzhe; Liu, Feifei; Zeng, Limin; Peng, Runze; Yang, Li; Ying, Huazhou; Tang, Wei; Chen, Wuhong; Zuo, Jianping; Tong, Xiankun; Liu, Tao; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 328 – 337;,
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Application of 2568-33-4, 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 2568-33-4, name is 3-Methylbutane-1,3-diol. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of allene 14 (101 mg, 0.288 mmol), DMF (0.3 mL) and 3-methyl-1,3-butanediol 28 (0.16 mL, 1.47 mmol) at 0 C were added (IPr)AuCl (18.0 mg, 0.030 mmol), AgOTf (8.0 mg, 0.031 mmol) and NIS (71.0 mg, 0.316 mmol). The reaction mixture was stirred for 22 h at 0 C, after which the mixture was diluted with Et2O, filtered through a plug of silica, washed with water and brine and dried (MgSO4). The product was isolated using flash column chromatography (2:1 hexane/diethyl ether) as a colourless oil (82.3 mg, 0.142 mmol, 49%). Stereochemistry of alkene was confirmed through NOE. Rf=0.38 (1:2 hexane/diethyl ether). numax/cm-1 3454 br (OH), 1631 w (CC), 1590 w, 1472 m, 1427 m (Ar CC), 1111 s (Si-O), 1088 s (C-O); 1H NMR (200 MHz, CDCl3) delta 7.49 (10H, m, Ar-H), 5.89 (1H, t, J 6.4, CH), 3.76 (2H, t, J 6.3, SiOCH2), 3.44 (2H, t, J 5.9, OCH2), 2.49 (2H, td, J 6.3, 6.4, CH2CHC), 1.75 (2H, t, J 5.9, OCH2CH2CMe2OH), 1.44 (6H, s, CH3), 1.25 (6H, s, CH3), 1.05 (9H, s, CH3). 13C NMR (50 MHz, CDCl3) delta 135.5 (CH), 133.7 (C), 133.6 (CH), 129.7 (CH), 127.7 (CH), 120.7 (C), 78.6 (C), 70.6 (C), 62.2 (CH2), 59.9 (CH2), 41.6 (CH2), 40.5 (CH2), 29.4 (CH3), 26.9 (CH3), 26.8 (CH3), 19.2 (C). [M+NH4]+=598.2202 (calcd for C28H41IO3Si+NH4+=598.2208).

According to the analysis of related databases, 2568-33-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Heuer-Jungemann, Amelie; McLaren, Ross G.; Hadfield, Maximillian S.; Lee, Ai-Lan; Tetrahedron; vol. 67; 9; (2011); p. 1609 – 1616;,
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Adding a certain compound to certain chemical reactions, such as: 68327-04-8, (1S,2S)-2-Aminocyclopentanol hydrochloride, 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, 68327-04-8, blongs to alcohols-buliding-blocks compound. name: (1S,2S)-2-Aminocyclopentanol hydrochloride

150 mg (0.56 mmol) 3-(1-benzofur-2-yl)-6-chloroimidazo[1,2-b]pyridazine and 183.7 mg (1.34 mmol) (1S,2S)-2-aminocyclopentanol hydrochloride (1:1) and 186.9 mg (2.23 mmol) sodium hydrogencarbonate in 5.0 mL butan-1-ol were stirred 72 h at 150C. The solvent was removed. The residue was purified by HPLC to yield 29 mg (16%) of the compound. LC-MS (Method 2): Rt = 0.93 min; MS (ESIpos) m/z = 335 [M+H]+. 1H-NMR (300 MHz ,DMSO-d6), delta [ppm]= 1.47-1.91 (5H), 2.18-2.32 (1H), 3.92-4.01 (1H), 4.08-4.15 (1H), 4.78-4.82 (1H), 6.73-6.79 (1H), 7.10-7.16 (1H), 7.20-7.32 (2H), 7.56-7.66 (2H), 7.74-7.82 (2H), 7.88-7.92 (1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,68327-04-8, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ZORN, Ludwig; EIS, Knut; SCHULZE, Volker; SUeLZLE, Detlev; PUeHLER, Florian; LIENAU, Philip; BOeMER, Ulf; PETERSEN, Kirstin; HAeGEBARTH, Andrea; WO2014/76162; (2014); 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. 1777-82-8, name is (2,4-Dichlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C7H6Cl2O

General procedure: Under an air atmosphere, a Schlenk tube was charged with MCM-41-bpy-CuI (40 mg, 0.025 mmol), alcohol (0.5 mmol), TEMPO (4 mg, 0.025 mmol), aqueous ammonia (0.5 mmol, 25e28%, w/w) and EtOH (1.0 mL). The mixture was stirred at 50 C for 18-48 h. After completion of the reaction, the reaction mixture was cooled to room temperature, diluted with ethyl acetate (10 mL), and filtered. The MCM-41-bpy-CuI complex was washed with EtOH (2*5 mL), and Et2O (5 mL) and reused in the next run. The filtrate was concentrated under reduced pressure and the residue was purified by flash column chromatography on silica gel (petroleum/ethyl acetate=15:1 to 10:1) to provide the desired product.

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, 1777-82-8, (2,4-Dichlorophenyl)methanol.

Reference:
Article; Zhao, Hong; Chen, Qiurong; Wei, Li; Jiang, Yuanyuan; Cai, Mingzhong; Tetrahedron; vol. 71; 46; (2015); p. 8725 – 8731;,
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Application of 62285-58-9 ,Some common heterocyclic compound, 62285-58-9, molecular formula is C9H12O, 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 solution of 2,6-dimethylbenzyl alcohol (456 mg, 3.35 mmol) and triethylamine (0.560 mL, 4.02 mmol) in dichloromethane (CH2Cl2, 15 mL) was added methanesulfonyl chloride (0.258 mL, 3.68 mmol) under ice-cooling and the mixture was stirred for one hour. Thereto was subsequently added lithium bromide (LiBr, 582 mg, 6.70 mmol) under ice-cooling, and the mixture was warmed to room temperature and the mixture was stirred for 2 hours. Thereto was added water to quench the reaction and the reactant was extracted with ethyl acetate and the organic layer was washed twice with water. The organic layer was dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give the title compound 364 mg as colorless oils. 1H-NMR delta (DMSO-d6); 2.37 (6H, s), 4.71 (2H, s), 7.04-7.16 (3H, m).

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. 62285-58-9, (2,6-Dimethylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; EP1736467; (2006); A1;,
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Application of 1805-32-9, Adding some certain compound to certain chemical reactions, such as: 1805-32-9, name is 3,4-Dichlorobenzyl alcohol,molecular formula is C7H6Cl2O, 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 1805-32-9.

EXAMPLE 8 1-(3,4-Dichlorobenzyloxy)-3-methyl-4-isoquinoline Acetic Acid 1,2-Dihydro-3-methyl-1-oxo-4-isoquinoline acetic acid (770 mg., 3.30 mmol) and phosphorous oxychloride (1.0 ml. 10.7 mmol) were refluxed in 8 ml. ethyl acetate for 16 hr then vacuum evaporated to dryness. The residue was partitioned between water and ethyl acetate. The aqueous phase was washed with ether. The combined organic phases were washed with brine, dried over magnesium sulfate, filtered, and vacuum evaporated to yield a viscous, homogeneous oil, 1-chloro-3-methyl-4-isoquinoline acetic acid; 772 mg. (99%). This oil (623 mg., 2.65 mmol) in 6 ml. dimethylformamide was added to a solution of 3,4-dichlorobenzyl alcohol (2.75 g., 15.5 mmol) and potassium tert-butoxide (600 mg., 534 mmol) in 2 ml. dimethylformamide and the mixture was heated at 115 for 3 hr. After cooling the mixture was poured onto crushed ice and washed with 3*60 ml. ether. The basic aqueous layer was acidified to pH 3 with 1 N hydrochloric acid and extracted 3*100 ml. ether. The organic extract was dried over magnesium sulfate, filtered, and vacuum evaporated to an oily solid; 568 mg. (57%). Trituration of this residue with methanol then hexane and fractional crystallization from chloroform afforded pure title compound: 44 mg. (4%), mp 180-183.

According to the analysis of related databases, 1805-32-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; US4283539; (1981); A;,
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Adding a certain compound to certain chemical reactions, such as: 873-76-7, (4-Chlorophenyl)methanol, 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, 873-76-7, blongs to alcohols-buliding-blocks compound. SDS of cas: 873-76-7

General procedure: To a stirred solution of triphenylphosphine (1.5 mmol) in dry dichloromethane was added iodine (1.5 mmol)and polymer supported 4-DMAP (0.4 mmol, 40 mol%). Stirring was continued for 2 min; alcohol (1mmol) was then added. The reaction was monitored by TLC. After complete conversion of the alcohol (as indicated byTLC), the reaction was quenched with an aqueous solution of sodium thiosulfate (20 mL). The organic solventswere removed and the aqueous solution extracted with ethylacetate (50 mL). The combined organic layers weredried using sodium sulfate (anhydrous), filtered and concentrated. The residue was purified by column chromatography (2% EtOAc in hexane) to get the desired iodide product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,873-76-7, its application will become more common.

Reference:
Article; Das, Diparjun; H Anal, Jasha Momo; Rokhum, Lalthazuala; Journal of Chemical Sciences; vol. 128; 11; (2016); p. 1695 – 1701;,
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