Category: alcohols-buliding-blocks

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.3637-61-4, name is Cyclopentanemethanol, molecular formula is C6H12O, molecular weight is 100.16, as common compound, the synthetic route is as follows.Safety of Cyclopentanemethanol

To a suspension of NaH (61 mg, 1,5 mmol) in THE (3 mL) at 0C cyclopentanemethanol (0.16 mL, 1 .5 mmol) was added. After 30 mm at 0C, 6-(6- hromopyridin-2-yl)-3 -((2-chlorophenyl)thio)-6-(thiophen-3-yl)piperidine-2,4-dione (150 mg, 0.30 mmol) was added and the reaction mixture was stirred for 1 8 hr at reflux. The reaction was stopped by the addition of water (10 mL) and HC1 1M (3 mL). The aqueous phase was extracted with ethyl acetate (3 x 10 mL) and the combined organic phases were dried over Na2SO4, filtered and concentrated under reduced pressure. The crude material was purified by flash column chromatography (Si02, heptane/ethyl acetate: 8/2 to 7/3 to 1/1) to give 3-((2-chlorophenyl)thio)-6-(6- (cyclopentylmethoxy)pyridin-2-yl)-6-(thiophen-3 -yl)piperidine-2,4-dione in 62 % yield.?H NMR (400 MHz, MeOH-d4): 6 7.70 (t, J= 7.8 T-Iz, 1H), 7.43 (dd, J 5.0, 3.0 Hz, IH), 7.28 (br s, 1H), 7.22 (d, J= 7.9 HZ, 1H), 7.15-7.12 (m, 2H), 6.94 (t, J 7.8 Hz, IH), 6.77-6.73 (m, 2H), 5.98 (d, J= 8.0 Hz, 1H), 4.22 (m, 2H9, 3.91 (d, J 16.4 Hz, IH), 3.45 (d, .1= 16.4 Hz, IH), 3.45 (s, IH), 2.35-2.28 (m, lI-I), 1.82-1.73 (m, 2H), 1.64-1.51 (m, 4H), 1.38-1.30 (m, 2H).

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; SPERMATECH AS; GOLDING, Louise; SIENG, Bora; LUNDVALL, Steffi; BØEN, Claudia Alejandra; HNIDA, Kathrin; (68 pag.)WO2018/211276; (2018); A1;,
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Electric Literature of 149104-89-2, Adding some certain compound to certain chemical reactions, such as: 149104-89-2, name is (4-Bromo-3-methylphenyl)methanol,molecular formula is C8H9BrO, 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 149104-89-2.

9.10 g of (4-bromo-3-methylphenyl)methanol was dissolved in 91 ML of methylene chloride and cooled to 5°C, to which 19.7 ML of N-ethyldiisopropylamine and 6.9 ML of chloromethyl methyl ether were successively added dropwise at 5 to 10°C, and then this mixture was stirred for 2.5 hours at room temperature.. water was added to the reaction mixture and adjusted to PH 7 with 6M hydrochloric acid, and then the organic phase was separated therefrom.. After the resultant organic phase was washed with water and a saturated sodium chloride solution successively, the washed phase was dried over anhydrous sodium sulfate, and the solvent was distilled out under reduced pressure.. The resultant residue was purified by silica gel column chromatography [eluent; hexane:ethyl acetate=5:1] to yield 10.44 g of 1-bromo-4-[(methoxymethoxy)methyl]-2-methylbenzene as yellow oil. NMR(400MHz,CDCl3) delta value: 2.40(3H,s), 3.41(3H,s), 4.52(2H,s), 4.71(2H,s), 7.04(1H,dd,J=8.2,2.0Hz), 7.23(1H,d,J=1.6Hz), 7.50(1H,d,J=8.0Hz)

According to the analysis of related databases, 149104-89-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TOYAMA CHEMICAL CO., LTD.; Hirono, Shuichi; Shiozawa, Shunichi; EP1445249; (2004); A1;,
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Reference of 112-27-6, Adding some certain compound to certain chemical reactions, such as: 112-27-6, name is 2,2′-(Ethane-1,2-diylbis(oxy))diethanol,molecular formula is C6H14O4, 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 112-27-6.

triethylene glycol single-ended p-toluenesulfonic acid ester synthesis: lmmol of triethylene glycol into the three-necked burningThe flask was filled with ImmoL pyridine, dissolved in 20 mL of dichloromethane and stirred in an ice bath at 0 C. ImmoL p-toluenesulfonyl chloride dissolved in dichloromethane was slowly added dropwise. After 3 hours, the reaction was washed with hydrochloric acid, and the organic layer was washed with water until the aqueous solution became neutral. Dried over anhydrous sodium sulfate, and separated by column chromatography.

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. 112-27-6, 2,2′-(Ethane-1,2-diylbis(oxy))diethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Gannan Normal University; Wu, Yongquan; Fan, Xiaolin; Ceng, Guanjie; Wu, Renmiao; Jiang, Tianyu; Li, Yibao; (11 pag.)CN105601675; (2016); A;,
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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. 57772-50-6, name is (2-Amino-3-methylphenyl)methanol, the common compound, a new synthetic route is introduced below. Product Details of 57772-50-6

General procedure: To an oven-dried 15 mL sealed tube were added 2-aminophenylmethanol 1 (0.425 mmol), benzonitrile 2(0.25 mmol), Ru cat. b (1.94 mg, 1 mol%), and KOtBu (14.02 mg, 0.5equiv) intamyl alcohol (1 mL) under an air atmosphere. The sealedtube was capped and heated at 130C for 2 h. The reaction mixturewas cooled down to room temperature and directly concentratedunder vacuum. The crude mixture was puried by preparative thin-layer-chromatography (petroleum ether/ethyl acetate 20/1) togive the desired product 3 or 4.

The synthetic route of 57772-50-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wan, Xiao-Min; Liu, Zi-Lin; Liu, Wan-Qing; Cao, Xiao-Niu; Zhu, Xinju; Zhao, Xue-Mei; Song, Bing; Hao, Xin-Qi; Liu, Guoji; Tetrahedron; vol. 75; 18; (2019); p. 2697 – 2705;,
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Synthetic Route of 27646-80-6 ,Some common heterocyclic compound, 27646-80-6, molecular formula is C5H13NO, 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.

2-(4-Amino-3,5-dichlorophenyl)-4,5,5-trimethylmorpholin-2-ol (5)Lambda/-Methyl-2-amino-2-methyl-propan-1-ol (4) (4.6 g, 44.6 mmol) was added to a mixture of compound 2 (4.2 g, 14.8 mmol) in chloroform (17 ml). The mixture was stirred at room temperature for 2 h, and then water (9 ml) was added. The mixture was stirred for 1 h, and then the solid was filtered. The solid was triturated with water (1 L) to give the desired compound (1.2 g, 91 percent). 1H NMR (400 MHz, DMSO): 0.94 (6H, s), 3.18 (2H, d J=4.4 Hz), 3,93 (2H, s), 4.55 (1 H, m), 6.40 (2H, s), 7.84 (2H, s); 13C NMR (100 MHz1 DMSO): 24.21 , 48.87, 53.73, 68.52, 117.92, 124.57, 125.79, 128.62, 146.07, 195.30; LC-MS: 291 , 292, 293 (M + H+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,27646-80-6, its application will become more common.

Reference:
Patent; BIOCOPEA LIMITED; BANNISTER, Robin Mark; WO2010/103312; (2010); A1;,
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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.111-90-0, name is Diethylene Glycol Monoethyl Ether, molecular formula is C6H14O3, molecular weight is 134.1736, as common compound, the synthetic route is as follows.category: alcohols-buliding-blocks

General procedure: TMSOTf (336 mg, 1.51 mmol) is added to a solution of the alcohol (0.755 mmol) in the respective nitrile (3 mL) and the mixture is stirred at rt for 65 h. H2O (25 mL) and brine (25 mL) are added, and the mixture is extracted with EtOAc (3 × 30 mL). The combined organic layers are dried (Na2SO4) and concentrated, and excess nitrile is distilled off at reduced pressure (90 C, 0.1 mbar). The crude product is purified by flash column chromatography (silica gel).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,111-90-0, Diethylene Glycol Monoethyl Ether, and friends who are interested can also refer to it.

Reference:
Article; Pfaff, Dominik; Nemecek, Gregor; Podlech, Joachim; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 1572 – 1577;,
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Synthetic Route of 5259-98-3, 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.5259-98-3, name is 5-Chloropentan-1-ol, molecular formula is C5H11ClO, molecular weight is 122.59, as common compound, the synthetic route is as follows.

General procedure: The thiophenylmannoside 1 (440mg, 1.00mmol, 1.0equiv) and the corresponding alcohol (1.05equiv) in CH2Cl2 (5mL) were stirred at 25 °C in the presence of 4 A MS (500mg) for 30 min. After cooling to ?2°C with an ice/NaCl bath N-iodosuccinimide (270mg, 1.2mmol, 1.2equiv) and trifluoromethanesulfonic acid (30.0mg, 17.7mL, 200mmol, 0.2equiv) were slowly added and stirring continued at this temperature for 1h. The reaction mixture was allowed to warm to 25 °C and then acetic anhydride (0.2-0.3mL, 2.0-3.0equiv) added. Work-up was analogous to GP1 and column chromatography was performed with a gradient 3:1?1:1 petrol/EtOAc to yield the mono, di and trisaccharides as colourless materials.

The chemical industry reduces the impact on the environment during synthesis 5259-98-3, I believe this compound will play a more active role in future production and life.

Reference:
Article; Schuster, Heiko J.; Vijayakrishnan, Balakumar; Davis, Benjamin G.; Carbohydrate Research; vol. 403; (2015); p. 135 – 141;,
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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. 4461-39-6, name is N-(2-Hydroxyethyl)-1,3-propanediamine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H14N2O

Lactone 14 (84 mg, 0.26 mmol) was dissolved in CHCl3 (15 mL) with stirring and a solution of 3-(2-hydroxyethyl)propylamine (20, 35 mg, 0.30 mmol) in CHCl3 (1 mL) was added. The mixture was heated at reflux with stirring under an argon atmosphere for 22 h and concentrated in vacuo until ?1 mL of solvent remained. Hexanes (1 mL) were added and the suspension was filtered and dried under high vacuum to provide 30 (93 mg, 84%) as a purple solid: mp 198 C. 1H NMR (500 MHz, DMSO-d6) delta 8.38 (d, J = 8.7 Hz, 1H), 8.02 (d, J = 2.4 Hz, 1H), 7.76 (dd, J = 8.7, 2.4 Hz, 1H), 7.63 (s, 1H), 7.10 (s, 1H), 6.18 (s, 2H), 4.59-4.27 (m, 3H), 3.44 (t, J = 5.7 Hz, 2H), 2.67 (t, J = 6.4 Hz, 2H), 2.58 (t, J = 5.8 Hz, 2H), 1.92-1.71 (m, 2H); ESIMS m/z (rel intensity) 427/429 (MH+, 100/31); HRESIMS calcd for C22H20ClN2O5 427.1061 (MH+), found 427.1067; HPLC purity, 98.60% (0.1% TFA in MeOH, 100%).

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, 4461-39-6, N-(2-Hydroxyethyl)-1,3-propanediamine.

Reference:
Article; Beck, Daniel E.; Lv, Wei; Abdelmalak, Monica; Plescia, Caroline B.; Agama, Keli; Marchand, Christophe; Pommier, Yves; Cushman, Mark; Bioorganic and Medicinal Chemistry; vol. 24; 7; (2016); p. 1469 – 1479;,
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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. 13674-16-3, name is Methyl 2-hydroxy-3-phenylpropanoate. A new synthetic method of this compound is introduced below., Application In Synthesis of Methyl 2-hydroxy-3-phenylpropanoate

General procedure: An aqueous CH3CN solution (CH3CN54 ml, H2O 6 ml) of N-Boc Val-OMe1a (0.6 mmol, 10 mM), phenanthrene(0.6 mmol, 10 mM), 1,4-dicyanobenzene (0.6 mmol, 10 mM) and NaOH (3 mmol, 50 mM)in three Pyrex vessels (18 mm x 180 mm) was purged with argon for 10 min andadded by acrylonitrile 2a (0.6 mmol,10 mM) under argon atmosphere. The mixture was heated by water bath at 40 for 2h and irradiated with a 100-W high-pressure mercury lamp for 3 h at roomtemperature. Then the mixture was evaporated, and the resulting residue wasdissolved in EtOAc and washed with water, dried over Na2SO4,and concentrated under reduced pressure. The product was purified by silica gelcolumn chromatography using hexane and EtOAc as eluents to give adduct 3a

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, 13674-16-3, Methyl 2-hydroxy-3-phenylpropanoate.

Reference:
Article; Saito, Hikaru; Kanetake, Takayuki; Osaka, Kazuyuki; Maeda, Kousuke; Morita, Toshio; Yoshimi, Yasuharu; Tetrahedron Letters; vol. 56; 13; (2015); p. 1645 – 1648;,
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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 1475-13-4, name is 1-(2,4-Dichlorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C8H8Cl2O

General procedure: The above secondary alcohol was dissolved in acetonitrile (30mL). Molecular sieve (1.5g), silica gel (1.5g) and activated MnO2 (3.5g, 40mmol) were added, and the mixture was stirred at 70C for 8h. upon completion of the oxidation, the resulting suspension was filtered through diatomite, and the filtrate was concentrated by rotary evaporation. Purification of the residue by column chromatography (petroleum ethrt/EtOAc, 15:1) afforded ketone 13.

With the rapid development of chemical substances, we look forward to future research findings about 1475-13-4.

Reference:
Article; Bi, Fangchao; Song, Di; Zhang, Nan; Liu, Zhiyang; Gu, Xinjie; Hu, Chaoyu; Cai, Xiaokang; Venter, Henrietta; Ma, Shutao; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 90 – 103;,
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