Category: 6153-05-5

Electric Literature of 6153-05-5, Adding some certain compound to certain chemical reactions, such as: 6153-05-5, name is (Z)-3-Methylpent-2-en-4-yn-1-ol,molecular formula is C6H8O, 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 6153-05-5.

n-BuLi (4.2 mL, 10 mmol, 2.4 mol/L) was added dropwise to a solution of (Z)-3-methylpent-2-en-4-yn-1-ol (0.48 g, 5 mmol) in THF (10 mL) at ?78 °C under a N2 atmosphere, and then the mixturewas stirred for 1 h at ?78 °C. A solution of 4g (0.94 g, 5 mmol) in THF (5 mL) was added slowly, themixture was stirred for 0.5 h at ?78 °C, and then it was warmed to room temperature and stirred for 2 h.The reaction was quenched with saturated aqueous NH4Cl solution (10 mL) and extracted with EtOAc(3 × 30 mL). The combined organics were washed with brine (2 × 20 mL), dried over anhydrousNa2SO4 and concentrated. The residue was purified by silica gel column chromatography (petroleumether/EtOAc, 1:2) to afford 6c (1.35 g, 95percent) as a yellow oil.

According to the analysis of related databases, 6153-05-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Han, Xiaoqiang; Wan, Chuan; Yang, Dongyan; Yuan, Xiaoyong; Du, Shijie; Xiao, Yumei; Qin, Zhaohai; Molecules; vol. 18; 9; (2013); p. 10776 – 10788;,
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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. 6153-05-5, name is (Z)-3-Methylpent-2-en-4-yn-1-ol. A new synthetic method of this compound is introduced below., Recommanded Product: (Z)-3-Methylpent-2-en-4-yn-1-ol

General procedure: To a stirred solution of (Z)-3-methylpent-2-en-4-yn-1-ol (0.88 g, 9.2 mmol) in dry THF (20 mL)wascooled to 78 °C under an atmosphere of argon. n-Butyl lithium (7.7 mL, 18.4 mmol, 2.4 Min hexane) was then added slowly, via syringe. The mixture was allowed to stir at 78 °C for 1 h,after which, 6-methoxy-2,2-dimethyl-2,3-dihydronaphthalene-1,4-dione 9b (2 g, 9.2 mmol), dissolvedin dry THF (10 mL) was added. The mixture was stirred for a further 1 h at 78 °C, and then thecold bath was removed. The reaction mixture was stirred at r.t. for a further 16 h. The reactionwas quenched by addition of a saturated aqueous solution of NH4Cl. The mixture was stirred for10 min and extracted with ethyl acetate (3 50 mL), washed with water (2 30 mL) and driedover anhydrous Na2SO4. Evaporation of the solvent yielded the desired alcohol as a yellowishoil. The residue was subjected to silica gel chromatography using PE and EtOAc (4:1) as eluentto afford (Z)-(10-hydroxy-30,30-dimethyl-40-oxo-70-methoxy-tetrahydronaphthalene-one-yl)-3-methylpentyl-2-em-4-yn-1-ol 18b (2.37 g, 82percent) as a yellow oil.

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, 6153-05-5, (Z)-3-Methylpent-2-en-4-yn-1-ol.

Reference:
Article; Wan, Chuan; Wang, Mingan; Yang, Dongyan; Han, Xiaoqiang; Che, Chuanliang; Ding, Shanshan; Xiao, Yumei; Qin, Zhaohai; Molecules; vol. 22; 12; (2017);,
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Reference of 6153-05-5 , The common heterocyclic compound, 6153-05-5, name is (Z)-3-Methylpent-2-en-4-yn-1-ol, molecular formula is C6H8O, 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.

(Z)-3-Mehylpent-2-en-4-yn-1-ol(side chain) (68 mg, 0.70 mmol) in dry THF (3.5 mL) was cooled to ?80 °C unde ran atmosphere of Ar. n-Butyllithium(0.90 mL, 1.58 M) was then added slowly. After being stirred for 30 min at ?80°C, a solution of the 6 (64 mg, 0.35mmol) in dry THF (0.5 mL) was added to the stirred mixture. The reaction mixture was stirred for a further 15 min at ?80 °C and then the ice bath was removed. The reaction mixture was stirred at room temperature for 90 min. After quenching with sat. NH4Cl solution (100 mL), it was extracted withEtOAc (15 mL × 3). The organic layer was washed with brine, dried over Na2SO4,and concentrated in vacuo. The residual oil was purified by silica gel chromatography with 55percent EtOAc in hexane to obtain 7 (58 mg, 59percent) as a yellow oil. 1H NMR (270 MHz, CDCl3): deltaH 1.12 (3H, s,H3-8? or 9?), 1.17 (3H, s, H3-8? or 9?), 1.88 (3H, d, J=1.0, H3-6), 1.94 (2H, s, H2-5?),2.08 (1H, s, -OH), 3.96 (4H, br s, -OCH2CH2O-), 4.29(2H, d, J=5.3 Hz, H2-1),5.60 (1H, d, J=9.9 Hz, H-2? or 3?),5.87 (1H, td, J=5.3 and 1.0 Hz, H-2),5.89 (1H, d, J=9.9 Hz, H-2? or 3?); 13CNMR (68 MHz, CDCl3): deltaC 22.6, 23.0, 25.6, 39.2, 43.7,61.6, 64.3, 64.5, 72.0, 77.2, 84.1, 104.7, 120.5, 127.0, 134.0, 136.1. HRMS (m/z): [M+Na]+ calcd. for C16H22O4Na,301.1416; found, 301.1415.

The synthetic route of 6153-05-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Takeuchi, Jun; Ohnishi, Toshiyuki; Okamoto, Masanori; Todoroki, Yasushi; Bioorganic and Medicinal Chemistry Letters; vol. 25; 17; (2015); p. 3507 – 3510;,
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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.6153-05-5, name is (Z)-3-Methylpent-2-en-4-yn-1-ol, molecular formula is C6H8O, molecular weight is 96.13, as common compound, the synthetic route is as follows.Safety of (Z)-3-Methylpent-2-en-4-yn-1-ol

n-BuLi (4.2 mL, 10 mmol, 2.4 mol/L) was added dropwise to a solution of (Z)-3-methylpent-2-en-4-yn-1-ol (0.48 g, 5 mmol) in THF (10 mL) at ?78 ¡ãC under a N2 atmosphere, andthen the mixture was stirred for 1 h at ?78 ¡ãC. A solution of 4e (1.01 g, 5 mmol) in THF (5 mL) wasadded slowly, the mixture was stirred for 0.5 h at ?78 ¡ãC, and then it was warmed to room temperatureand stirred for 2 h. The reaction was quenched with saturated aqueous NH4Cl solution (10 mL) andextracted with EtOAc (3 ¡Á 30 mL). The combined organics were washed with brine (2 ¡Á 20 mL), driedover anhydrous Na2SO4 and concentrated. The residue was purified by silica gel columnchromatography (petroleum ether/EtOAc, 1:1) to afford 6i (1.40 g, 94percent) as a yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6153-05-5, (Z)-3-Methylpent-2-en-4-yn-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Han, Xiaoqiang; Wan, Chuan; Yang, Dongyan; Yuan, Xiaoyong; Du, Shijie; Xiao, Yumei; Qin, Zhaohai; Molecules; vol. 18; 9; (2013); p. 10776 – 10788;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts