Category: alcohols-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 84851-56-9, Methyl 4-(1-hydroxyethyl)benzoate, 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

EXAMPLE 3 A solution consisting of 3.6 g (0.02 mol) of V-1 obtained in Example 1 and 30 ml of dimethylformamide was cooled to 10 C., then added with 0.62 g (0.026 mol) of sodium hydride and kept at 30-35 C. for one hour. The mixture was further added with 7.69 g (0.03 mol) of n-hexyl tosylate at 20-25 C. and reacted at 40-50 C. for 5 hours. The reaction mixture was treated according to Example 1 to obtain 4.60 g (92% yield) of (+)-methyl 4-(1-hexyloxyethyl)benzoate (VII-3). ([alpha]D20 =+60.6 (c=1, CHCl3), nD20 =1.4922).

The synthetic route of 84851-56-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Company, Limited; US5019298; (1991); A;,
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Synthetic Route of 100-37-8, 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 100-37-8 as follows.

General procedure: To a solution of phenol (1 equiv), triphenylphosphine (1.3equiv) and 2-(diethylamino)ethanol (1.3 equiv) in THF wasadded diisopropyl azodicarboxylate (DIAD, 1.3 equiv) atambient temperature. After being stirred at ambient temperatureuntil no starting material could be observed byTLC, the reaction mixture was quenched with H2O anddiluted with EtOAc. The organic layer was washed withwater and brine, dried over MgSO4, and concentrated invacuo. Purification of the residue via flash column chromatographyon silica gel afforded the titled compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100-37-8, its application will become more common.

Reference:
Article; Kim, Seok-Ho; Han, Young Taek; Archives of Pharmacal Research; vol. 38; 11; (2015); p. 1952 – 1962;,
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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. 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 480449-99-8, 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. 480449-99-8, name is Benzyl 3-hydroxycyclobutanecarboxylate. A new synthetic method of this compound is introduced below.

REFERENTIAL EXAMPLE 152 3-Hydroxycyclobutanecarboxylic acid: 10% Palladium on carbon (108 mg) was added to a solution of the compound (706 mg) obtained in Referential Example 151 in ethanol (10 ml), and the mixture was stirred at room temperature for 2 hours in a hydrogen atmosphere. After the catalyst was removed by filtration through Celite, the filtrate was concentrated under reduced pressure to obtain the title compound (399 mg). 1H-NMR (CD3OD) delta: 2.00-2.21(2H,m), 2.41-2.61(3H,m), 4.01-4.13(1H,m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,480449-99-8, its application will become more common.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; US2005/20645; (2005); A1;,
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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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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.124-68-5, name is 2-Amino-2-methyl-1-propanol, molecular formula is C4H11NO, molecular weight is 89.1362, as common compound, the synthetic route is as follows.HPLC of Formula: C4H11NO

Example 24d 2-amino-6-(2-amino-2-methylpropoxy)benzonitrile To a solution of 2-amino-2-methylpropan-1-ol (14.4 g, 161 mmol) in anhydrous THF (150 mL) was added NaH (6.8 g, 161 mmol, 60% in mineral oil) in small portions at 0 C. under nitrogen. The mixture was stirred at 0 C. for 30 minutes and then stirred at room temperature for another 30 minutes. The solution was cooled down to 0 C. again, and to this solution was added dropwise a solution of 2-amino-6-fluorobenzonitrile (20.0 g, 147 mmol) in anhydrous THF (50 mL). The reaction mixture was then refluxed overnight under nitrogen. The reaction mixture was cooled down to room temperature and carefully quenched with aqueous NH4Cl solution and extracted with ethyl acetate (3*). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated. The crude mixture was purified by chromatography on silica gel eluting with 10% MeOH in DCM to give the title compound as yellow solid (23.4 g 71%). 1H NMR (400 MHz, DMSO-d6) delta 1.08 (s, 6H), 3.15 (s, 2H), 3.64 (s, 2H), 5.98 (s, 2H), 6.13 (d, J=8.0 Hz, 1H), 6.31 (d, J=8.4 Hz, 1H), 7.15 (t, J=8.4 Hz, 1H). MS 236 (MH+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,124-68-5, 2-Amino-2-methyl-1-propanol, and friends who are interested can also refer to it.

Reference:
Patent; SENOMYX, INC.; US2012/41078; (2012); A1;,
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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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