Category: 14320-38-8

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. 14320-38-8, name is Cyclopent-3-enol. A new synthetic method of this compound is introduced below., COA of Formula: C5H8O

Cyclopent-3-en-1-ol (10 g, 119 mmol, commercially available from, for example, Fluorochem) was dissolved in a mixture of DMF (100 mL) and THF (50 mL) and cooled in an ice bath under nitrogen, then NaH (60% suspension in mineral oil, 5.71 g, 143 mmol) was added in small portions and the mixture stirred for 30 min, before addition of MeI (9.66 mL, 155 mmol). The resulting suspension was stirred at 0 C for 2 h, then added to water (500 mL) and extracted with ether (500 mL). The organic layer was washed with water (2 x 200 mL) and brine (200 mL), dried and evaporated in vacuo to give the desired product as a pale yellow liquid, which was carried through to subsequent reactions without further purification. (0571) 1H NMR (400 MHz, CDCl3) delta ppm 5.61 – 5.82 (m, 2 H) 4.13 (dt, J=6.72, 3.48 Hz, 1 H) 3.35 (s, 3 H) 2.59 (dd, J=15.77, 6.72 Hz, 2 H) 2.32 – 2.47 (m, 2 H)

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, 14320-38-8, Cyclopent-3-enol.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; LIWICKI, Gemma Michele; LUCAS, Simon Christopher Cranko; PRESTON, Alexander G; SEAL, Jonathan, Thomas; WALL, Ian David; WATSON, Robert J; (0 pag.)WO2018/158212; (2018); A1;,
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Application of 14320-38-8, 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.14320-38-8, name is Cyclopent-3-enol, molecular formula is C5H8O, molecular weight is 84.12, as common compound, the synthetic route is as follows.

To an ice-cooled solution of 4-hydroxycyclopentene (50.0 g, 0.594 mol) and imidazole (80.9 g, 1.19 mol) in N,N-dimethylformamide (300 mL) was slowly added tert-butyldiphenylsilyl chloride (180 g, 0.65 mmol). The reaction mixture was warmed to room temperature. After 16 h, the reaction mixture was diluted with water (1 L) and ethyl acetate (500 mL). The aqueous layer was extracted with ethyl acetate (2*200 mL). The combined organics were washed sequentially with water (3*300 mL) and saturated aqueous sodium chloride solution (2*200 mL). The collected organic was dried over anhydrous sodium sulfate, filtered, and concentrated. Purification by flash column chromatography (15:1 petroleum ether/ethyl acetate) provided tert-butyl(cyclopent-3-en-1-yloxy)diphenylsilane (188 g, 98%) as a colorless oil. 1H NMR (400 MHz, CDCl3): delta 7.69-7.66 (m, 4H), 7.43-7.38 (m, 6H), 5.63-5.60 (m, 2H), 4.58-4.53 (m, 1H), 2.46-2.38 (m, 4H), 1.61 (s, 9H).

The chemical industry reduces the impact on the environment during synthesis 14320-38-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GENENTECH, INC.; Siu, Michael; Estrada, Anthony; Liu, Wen; Lyssikatos, Joseph P.; Patel, Snahel; Liang, Guibai; Chen, Kevin; US2015/175619; (2015); A1;,
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Application of 14320-38-8, 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 14320-38-8, name is Cyclopent-3-enol. This compound has unique chemical properties. The synthetic route is as follows.

C. ((Cyclopent-3-enyloxy)methyl)benzene To a cooled solution of cyclopent-3-enol (30.40 g, 0.36 mol) in THF (300 mL) at 0 C. was added NaH (18.82 g, 0.47 mol, 60% in mineral oil). After effervescence had ceased, benzyl bromide (80.45 g, 0.47 mol) was added dropwise at 0 C. over a 45 min period. The reaction mixture was allowed to warm to RT over a 6 h period. Excess NaH was quenched with MeOH (120 mL) at a temperature below 5 C. The mixture was warmed to RT, diluted with H2O, and the two layers were separated. The aqueous layer was extracted with EtOAc. The organic layers were combined, concentrated, and purified by column chromatography eluting with petroleum ether and EtOAc (PE/EA=40/1 to 30/1) to give the title compound as an oil (45.28 g, 72%). 1H NMR (400 MHz, CDCl3) delta ppm 2.38-2.41 (m, 2H), 2.49-2.54 (m, 2H), 4.20-4.24 (m, 1H), 4.42 (s, 2H), 5.62 (s, 2H), 7.17-7.28 (m, 5H).

According to the analysis of related databases, 14320-38-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; US2011/152273; (2011); A1;,
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Reference of 14320-38-8, 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. 14320-38-8, name is Cyclopent-3-enol, molecular formula is C5H8O, 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.

[Referential Example 79] (1RS,2RS)-4-Methoxy-1,2-cyclopentanediol (mixture of 4-position stereoisomers): 60% sodium hydride (800 mg) was added portionwise to a solution of 3-cyclopentene-1-ol (1.68 g) and methyl iodide (1.25 ml) dissolved in tetrahydrofuran (20 ml) under ice cooling, and the mixture was stirred overnight at room temperature.. Water and diethyl ether was added to the reaction mixture to separate an organic layer, the organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure with ice cooling to obtain crude 4-methoxy-1-cyclopentene.

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 14320-38-8, Cyclopent-3-enol.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1405852; (2004); A1;,
Alcohol – Wikipedia,
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Related Products of 14320-38-8, 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 14320-38-8, name is Cyclopent-3-enol. This compound has unique chemical properties. The synthetic route is as follows.

Cyclopent-3-en-1-yl 4-methylbenzenesulfonate To a solution of cyclopent-3-ene-1-ol (70.2 g, 835 mmol) in pyridine (150 mL) and DCM (300 ml) cooled at 4 C. under N2 atm was added slowly with stirring 4-toluene-sulfonyl chloride (175 g, 918 mmol). The mixture was then stirred under N2 atm at this temperature for 1 h, then stood in cold room at 4 C. for 48 h. Most of the dichloromethane was evaporated at reduced pressure. The mixture was diluted with EtOAc/Hexane (20%, 600 ml) and washed with water (5*) and brine. The aqueous phases were back extracted with EtOAc/hexanes (20%, 1*400 ml), the organic layers combined, dried over MgSO4, and then filtered through a short plug (3 cm*11 cm) of silica (washed with a further 1000 ml 20% EtOAc/Hexane). The solvent was evaporated at reduced pressure to give a colorless oil. The residual solvent in the crude product was azeotroped with hexanes then twice with toluene. The resulting colorless oil was further dried by azeotroping once with hexanes and then crystallizing by diluting with an equal volume of hexane and heating at 50 C. The resulting biphasic mixture of colorless oil and solids in hexanes was allowed to age at RT overnight. The solid was removed by filtration and washed with cold hexanes and then dried in-vacuum to give the title compound (173 g, 727 mmol, 87%). 1H NMR (CHLOROFORM-d) delta: 7.79 (d, J=7.9 Hz, 2H), 7.34 (d, J=7.9 Hz, 2H), 5.65 (s, 2H), 5.11-5.24 (m, 1H), 2.59-2.67 (m, 2H), 2.48-2.55 (m, 2H), 2.45 (s, 3H).

According to the analysis of related databases, 14320-38-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Board of Regents, The University of Texas System; LEWIS, Richard T.; HAMILTON, Matthew; JONES, Philip; PETROCCHI, Alessia; REYNA, Naphtali; MCAFOOS, Timothy; CROSS, Jason Bryant; SOTH, Michael J.; US2020/24236; (2020); A1;,
Alcohol – Wikipedia,
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Related Products of 14320-38-8, 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. 14320-38-8, name is Cyclopent-3-enol. A new synthetic method of this compound is introduced below.

NaH (60% in mineral oil, 66.4 mg, 1.66 mmol) was added portion-wiseto a cooled (0C) solution of secondary alcohol 8 (116 mg, 1.385 mmol) and p-methoxybenzyl chloride (0.206 mL, 1.52 mmol) in anhydrous DMF (8 mL). The reaction mixture was stirred overnight at rt. The solvent was removed in vacuo and the residue was diluted with H2O (50 mL) followed by extraction with diethyl ether (60 mL) two times. The combined organic layer was washed with brine, dried over anhydrous MgSO4, and concentrated under vacuum. The residue was purified by silica gel column chromatography (EtOAc/hexane, 1:20) to give 9 (189.6 mg, 67%) as a colorless oil: 1HNMR (CDCl3, 300 MHz) delta 7.11 (d, J = 7.8 Hz, 2H), 6.72 (d, J = 7.9 Hz, 2H),5.62 (m, 2H), 4.65 (s, 2H), 3.74 (s, 3H), 3.25 (quint, 1H), 2.57 (m, 2H),2.38 (m, 2H); 13CNMR (CDCl3, 75 MHz) delta 159.7, 137.5, 134.5, 129.9, 115.7,73.5, 72.6, 56.3, 42.5; Anal. Calc. for C13H16O2: C, 76.44; H, 7.90; Found: C,76.52; H, 7.84.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14320-38-8, Cyclopent-3-enol, and friends who are interested can also refer to it.

Reference:
Article; Shen, Guang Huan; Hong, Joon Hee; Nucleosides, nucleotides and nucleic acids; vol. 33; 1; (2014); p. 1 – 17;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 14320-38-8, Cyclopent-3-enol, 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, 14320-38-8, blongs to alcohols-buliding-blocks compound. Product Details of 14320-38-8

Step (i): l-[(cyclopent-3-en-l-yloxy)methyl]-4-methoxybenzene To a solution of cyclopent-3-en-l-ol (CAS number 14320-38-8; 15 g, 178 mmol) in dry THF (357 ml) at 0 C under nitrogen was added sodium hydride (60%, 9.27 g, 232 mmol). After fizzing had ceased, to this was then added dropwise l-(chloromethyl)-4- methoxybenzene (CAS number 824-94-2; 31.4 ml, 232 mmol). The reaction was then allowed to warm to room temperature for 17 hours. The reaction mixture was quenched by the addition of methanol and then concentrated in vacuo. The organics were partitioned between ethyl acetate and water. The organics were dried over magnesium sulfate, concentrated in vacuo and purified by column chromatography (silica, 0-50%dichloromethane / petrol) to afford the title compound.1H NMR (400 MHz, OCM-d2) delta ppm 2.33 – 2.47 (m, 2 H), 2.49 – 2.66 (m, 2 H), 3.79 (s, 3 H), 4.20 – 4.32 (m, 1 H), 4.40 (s, 2 H), 5.62 – 5.75 (m, 2 H), 6.86 (d, 7=8.59 Hz, 2 H), 7.24 (d, 7=8.59 Hz, 2 H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14320-38-8, its application will become more common.

Reference:
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; ROBINSON, John Stephen; FUJIMOTO, Tatsuhiko; WO2015/55994; (2015); A1;,
Alcohol – Wikipedia,
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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.14320-38-8, name is Cyclopent-3-enol, molecular formula is C5H8O, molecular weight is 84.12, as common compound, the synthetic route is as follows.category: alcohols-buliding-blocks

To an ice-cooled solution of 4-hydroxycyclopentene (50.0 g, 0.594 mol) and imidazole (80.9 g, 1.19 mol) in N,N-dimethylformamide (300 mL) was slowly added tert-butyldiphenylsilyl chloride (180 g, 0.65 mmol). The reaction mixture was warmed toroom temperature. After 16 h, the reaction mixture was diluted with water (1 L) and ethyl acetate (500 mL). The aqueous layer was extracted with ethyl acetate (2 x 200 mL). The combined organics were washed sequentially with water (3 x 300 mL) and saturated aqueous sodium chloride solution (2 x 200 mL). The collected organic was dried over anhydrous sodium sulfate, filtered, and concentrated. Purification by flash column chromatography(15:1 petroleum ether / ethyl acetate) providedtert-butyl(cyclopent-3-en-1-yloxy)diphenylsilane (188 g, 98 %) as a colorless oil. 1H NMR (400 MHz, CDC13): oe: 7.69 – 7.66 (m, 4H), 7.43 – 7.38 (m, 6H), 5.63 – 5.60 (m, 2H), 4.58 – 4.53 (m, 1H), 2.46 – 2.38 (m, 4H), 1.61 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14320-38-8, Cyclopent-3-enol, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; LYSSIKATOS, Joseph P.; LIU, Wen; SIU, Michael; ESTRADA, Anthony; PATEL, Snahel; LIANG, Guibai; HUESTIS, Malcolm; CHEN, Kevin; WO2015/91889; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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.14320-38-8, name is Cyclopent-3-enol, molecular formula is C5H8O, molecular weight is 84.12, as common compound, the synthetic route is as follows.HPLC of Formula: C5H8O

To an ice-cooled solution of 4-hydroxycyclopentene (50.0 g, 0.594 mol) and imidazole (80.9 g, 1.19 mol) in N,N-dimethylformamide (300 mL) was slowly added tert-butyldiphenylsilyl chloride (180 g, 0.65 mmol). The reaction mixture was warmed toroom temperature. After 16 h, the reaction mixture was diluted with water (1 L) and ethyl acetate (500 mL). The aqueous layer was extracted with ethyl acetate (2 x 200 mL). The combined organics were washed sequentially with water (3 x 300 mL) and saturated aqueous sodium chloride solution (2 x 200 mL). The collected organic was dried over anhydrous sodium sulfate, filtered, and concentrated. Purification by flash column chromatography(15:1 petroleum ether / ethyl acetate) providedtert-butyl(cyclopent-3-en-1-yloxy)diphenylsilane (188 g, 98 %) as a colorless oil. 1H NMR (400 MHz, CDC13): oe: 7.69 – 7.66 (m, 4H), 7.43 – 7.38 (m, 6H), 5.63 – 5.60 (m, 2H), 4.58 – 4.53 (m, 1H), 2.46 – 2.38 (m, 4H), 1.61 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14320-38-8, Cyclopent-3-enol, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; LYSSIKATOS, Joseph P.; LIU, Wen; SIU, Michael; ESTRADA, Anthony; PATEL, Snahel; LIANG, Guibai; HUESTIS, Malcolm; CHEN, Kevin; WO2015/91889; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 14320-38-8, name is Cyclopent-3-enol, molecular formula is C5H8O, 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. name: Cyclopent-3-enol

To a solution of 3-cyclopentene-1-ol (7.0 g, 83.0 mmol) and Et3N (14.5 g, 143.0 mmol) in CH2Cl2 (200 mL) was added 4-nitrobenzoyl chloride (18.5 g, 100.0 mmol) as solid in several portions over a period of 30 min. The resulting suspension was stirred at room temperature over night. The precipitate was filtered off and the filtrate was washed with water and brine. The organic layer was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by flash chromatography (Biotage SP1; column 40M; TLC method: n-hexane/ethyl acetate 9/1; Rf=0.50), affording the title product (15.6 g, yield 81%): 1H NMR (500 MHz, CDCl3) delta 8.28 (d, J=8.9 Hz, 2H), 8.20 (d, J=8.9 Hz, 2H), 5.81 (m, 2H), 5.69 (m, 1H), 2.95 (m, 2H), 2.61 (m, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 14320-38-8.

Reference:
Patent; ALI, Amjad; Sebhat, Iyassu K.; Franklin, Cristopher L.; Rupprecht, Kathleen M.; Baker, Robert K.; Nargund, Ravi P.; Yan, Lin; Huo, Pei; Shen, Dong-Ming; Almirante, Nicoletta; Biondi, Stefano; Ferrario, Massimiliano; Nicotra, Alessia; US2010/29678; (2010); A1;,
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