Category: 106-28-5

Adding a certain compound to certain chemical reactions, such as: 106-28-5, (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol, 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, Recommanded Product: 106-28-5, blongs to alcohols-buliding-blocks compound. Recommanded Product: 106-28-5

Synthesis was carried out with farnesol as a starting material. The hydroxy group of farnesol was chlorinated using N-chlorosuccinimide (NCS) and dimethyl sulfide (DMS) in anhydrous dichloromethane in a nitrogen atmosphere to obtain a chloride (compound represented by (i) below) (yield: 91%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,106-28-5, (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; YAMAGATA UNIVERSITY; SUMITOMO RUBBER INDUSTRIES, LTD.; Miyagi, Yukino; Ichikawa, Naoya; Ohya, Norimasa; US2014/171675; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 106-28-5, (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol, 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, name: (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol, blongs to alcohols-buliding-blocks compound. name: (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol

Example 11. Synthesis of Acetic acid 3,7,11-trimethyl-dodeca-2,6,10-trienyl ester, or Farnesyl acetate To a solution of farnesol (100g, 0.45 mol), potassium carbonate (90 g, 0.65 mol) and 4-dimethylamino pyridine (0.5 g) in EtOAc (300 ml) at 0C, acetic anhydride (66.5 g, 0.65 mol) was added dropwise. The reaction was finished in 2 hrs. All the contents of the reaction flask were transferred to a conical flask containing EtOAc (600 ml) and treated with the dropwise addition of a saturated NaHCO3 solution. After neutralization, the organic layer was separated and washed with water (2 x 80 ml), brine (80 ml), and dried over MgSO4 and then removed under vacuum to yield the farnesyl acetate (108 g, 92%). 1H NMR(400 MHz, CDCl3): 5.34 (t, 1H, J = 6.04 Hz), 5.07 (m, 2H), 4.57 (d, 2H, J = 6.84 Hz), 2.10-2.05 (m, 11H), 1.97-1.95 (m, 2H), 1.68-1.66 (m, 6H), 1.58 (s, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,106-28-5, (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Mehta, Dilip; Eburon Organic International; Mohan, Priya; Shastri, Mayank; Reid, Ted; EP2868658; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 106-28-5, (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol, 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, 106-28-5, blongs to alcohols-buliding-blocks compound. Computed Properties of C15H26O

Farnesol (10) (2.0 mL, 8 mmol) was dissolved in anhydrous DMF (80 mL) and cooled to 0 C. Collidine (6.3 mL, 48 mmol) and MsCl (1.3 mL, 16 mmol) were added to the mixture. After stirring at 0 C for 15 min, anhydrous LiCl (1.35 g, 32 mmol) was added. The reaction was stirred at 0 C for 3 h. H2O (80 mL) was added and the mixture was extracted with hexane (50 mL 3). The combined organic phases were washed with CuSO4 (sat.), NaHCO3 (sat.) and brine. The resulting solution was dried over anhydrous Na2SO4 and concentrated under reduced pressure. Compound 11 was obtained as a yellow oil and used in the next step without purification.1H NMR (300 MHz, CDCl3): d (ppm) 5.46 (1H, t, J = 8.0), 5.12-5.08 (2H, m), 4.12 (2H, d, J = 8.0), 2.23-1.98 (8H, m), 1.73 (3H, s),1.66 (3H, s), 1.61 (6H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,106-28-5, its application will become more common.

Reference:
Article; Tang, Xiaoping; Demiray, Melodi; Wirth, Thomas; Allemann, Rudolf K.; Bioorganic and Medicinal Chemistry; vol. 26; 7; (2018); p. 1314 – 1319;,
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Electric Literature of 106-28-5, 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 106-28-5, name is (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of geraniol (1b, 4.45 g, 28.8?mmol) in dichloromethane (15?ml) were added DMAP (175?mg, 1.43?mmol) and acetic anhydride (6.0?ml, 63?mmol) and the mixture was stirred at room temperature under nitrogen for 1 h. After addition of methanol (10?ml), the reaction mixture was further stirred for 1 h, diluted with diethyl ether, washed twice with aq. 4% sodium hydrogen carbonate, distilled water, and brine, and dried over sodium sulfate. The solvents were evaporated and the residue was purified with FCC (hexane:ethyl acetate?=?20:1) to give geranyl acetate (2b, 4.04?g, 20.6?mmol) in 71% yield:

According to the analysis of related databases, 106-28-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tamiaki, Hitoshi; Nomura, Kota; Mizoguchi, Tadashi; Bioorganic and Medicinal Chemistry; vol. 25; 24; (2017); p. 6361 – 6370;,
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Application of 106-28-5, 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.106-28-5, name is (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol, molecular formula is C15H26O, molecular weight is 222.37, as common compound, the synthetic route is as follows.

To a stirred mixture of (E,E)-farnesol 1 (0.50 g, 2.25 mmol) in non-dried DCM (50 mL) under nitrogen was added Dess-Martin periodinane (1.43 g, 3.40 mmol), and the resulting mixture stirred for 2 h 50 min. Saturated aqueous sodium bicarbonate solution (20 mL) was added dropwise, the mixture stirred 10 min, then extracted with DCM (3 x 25 mL). The organic layer was dried (MgSO4), and the solvent was removed in vacuo. The crude product was purified using flash chromatography (19:1 hexanes: ethyl acetate) to give the title product (0.495 g, 99%) as a clear colourless oil.

Statistics shows that 106-28-5 is playing an increasingly important role. we look forward to future research findings about (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol.

Reference:
Article; Duhamel, Nina; Martin, Damian; Larcher, Roberto; Fedrizzi, Bruno; Barker, David; Tetrahedron Letters; vol. 57; 40; (2016); p. 4496 – 4499;,
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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. 106-28-5, name is (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol, the common compound, a new synthetic route is introduced below. 106-28-5

L-(+)-Diethyltartrate (428 muL, 2.5 mmol, 12.5 mol %) and 4A molecular sieves(2g, 0.1g/mmol) were placed in a 50 mL round bottom flask under a stream of argon.CH2Cl2 (20 mL) was added at room temperature, followed by Ti(Oi-Pr)4 (600 muL, 2mmol, 10 mol %). The mixture was stirred vigorously at room temperature for 20 min.tert-Butylhydroperoxide (4.54 mL, ~25 mmol, 125 mol%, 5-6 M in decane) was addedand the mixture was stirred 5 min at room temperature. The mixture was cooled in aCH3CN / dry ice bath. The temperature was maintained below -40 C. Farnesol (5.06mL, 20 mmol, 100 mol %) was added and stirred in the CH3CN / dry ice bath for 10 h.The mixture was placed in the freezer overnight. The next day citric acid monohydrate(420 mg, 2 mmol, 10 mol%) was dissolved in 1:1 acetone / diethylether (~5 mL) and thesolution was added to the reaction mixture. The mixture was stirred vigorously for 20min at room temperature. Celite was added to the mixture and stirred vigorously for 1min. The slurry was filtered through a thick pad of celite and the celite was washed withEt2O. The clear filtrate was washed with saturated Na2S2O3 and then dried with MgSO4.Column chromatography isolated 4.53 g of S1 (95% yield). The enantiomeric excess wasdetermined by HPLC of the benzoate to be 87%. 1H NMR (400 MHz, CDCl3):delta 5.10 (m, 2H), 3.84 (ddd, J = 4.3, 7.5, 12.0 Hz, 1H), 3.70 (ddd, J = 4.9, 6.7, 11.8 Hz,1H), 2.99 (dd, J = 4.3, 6.7 Hz, 1H), 2.16-1.94 (m, 6H), 1.71 (m, 1H), 1.69 (s, 3H), 1.614(s, 3H), 1.608 (s, 3H), 1.48 (m, 1H), 1.32 (s, 3H).13C NMR (125 MHz, CDCl3):delta 136.0, 131.6, 124.4, 123.3, 63.2, 61.6, 61.4, 39.8, 38.7, 26.8, 25.9, 23.8, 17.9, 17.0,16.2.IR (NaCl, thin film): 3422, 2919, 1456, 1384, 1033 cm-1.HR-MS (ESI) m/z calcd for C15H26O2 [M+Na]+: 261.1825, found 261.1830.[alpha]20D = -4.2 (c = 1.9, CHCl3). Chiral HPLC analysis: Analysis was performed on the corresponding benzoate (BzCl,Et3N, DMAP, CH2Cl2): (Chiralcel AD-H, hexanes:2-propanol, 99:1, 1.0 mL/min):tR(2S,3S) = 7.3 min; tR(2R,3R) = 8.1 min. The enantiomeric excess was determined to be87%.

Statistics shows that 106-28-5 is playing an increasingly important role. we look forward to future research findings about (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol.

Reference:
Article; Underwood, Brian S.; Tanuwidjaja, Jessica; Ng, Sze-Sze; Jamison, Timothy F.; Tetrahedron; vol. 69; 25; (2013); p. 5205 – 5220;,
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106-28-5, 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 106-28-5 as follows.

Step 4: A 3-N 100 mL flask was charged with PCl3 (2.8 mL, 31.6 mmol) and dry DMF (32 mL) then stirred at RT for 1 h. In a separate 50 mL flask, farnesol (Ex-1B-5) (10.0 g, 45.2 mmol) and DMF (10 mL) was charged. The PCl3/DMF solution was then transferred to the farnesol, solution and the resulting dark orange solution was stirred for 1 h. The reaction was quenched by addition of solid NaHCO3 (2.5 g, 63.2 mmol). The solvent was removed by high vacuum rotary evaporation to yield an oily orange residue. To the residue was added MTBE (40 mL) and water (40 mL). The aqueous phase was washed with MTBE (3¡Á20 mL). The MTBE layers were combined, washed with brine (2¡Á20 mL), dried over MgSO4, filtered and finally concentrated by rotary evaporation to yield 1-chloro-3,7,11-trimethyl-dodeca-2,6,10-triene (Ex-1B-6) as a yellow oil (9.89 g, 92%). 1H NMR (400 MHz, CDCl3) delta (ppm): 5.47 (broad-t, J=8.3 Hz, 1 H), 5.15-5.07 (m, 2 H), 4.12 (d, J=8.1 Hz, 2 H), 2.18-1.95 (m, 8 H), 1.75 (s, 3 H), 1.70 (s, 3 H), 1.62 (s, 6 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,106-28-5, its application will become more common.

Reference:
Patent; Miller, Guy M.; Hecht, Sidney M.; US2006/281809; (2006); A1;,
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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 106-28-5, name is (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol. This compound has unique chemical properties. The synthetic route is as follows. 106-28-5

To the solution of E,E-farnesol (5.0 g, 22 mmol) in anhydrous pyridine (20 mL), acetyl anhydride was added (10 mL) at 0C under argon atmosphere. The reaction mixture was stirred at RT for 12 h. After completion of the reaction, the solution was poured into mixture of water and ice (40 mL) and the product was extracted with ethyl acetate (3×20 mL). Combined organic extracts were washed with saturated aqueous solution of NaHC03, brine and water. Organic layer was dried over anhydrous Na2S04, filtered and evaporated to dryness. EE-Farnesyl acetate was purified by column chromatography using ethyl acetate/hexane (2:98) as eluent to obtain pale yellow oil (5.62 g, 21 mmol, 95%).Analytical results were in compliance with the literature data [Biorg. Med. Chem. 2008, 16, 3108]:Rf= 0.70 (hexane/ethyl acetate, 7:2); NMR (CDCb), delta (ppm): 5.33-5.36 (m, 1H), 5.08-5.11 (m, 2H),,4.59 (d, J = 7.0 Hz, 2H), 1.96-2.13 (m, 8H), 1.71 (s, 3H), 1.68 (s, 3H), 1.60 (s, 3H);13C NMR (CDC13), delta (ppm): 171.0, 142.2, 135.4, 131.2, 124.3, 123.6, 118.3, 61.3, 39.6, 39.5, 26.7, 26.1, 25.6, 21.0, 17.6, 16.4, 15.9.

Statistics shows that 106-28-5 is playing an increasingly important role. we look forward to future research findings about (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol.

Reference:
Patent; INSTYTUT FARMACEUTYCZNY; VitaSynth Sp. z.o.o.; KRAJEWSKI, Krzysztof; KUTNER, Andrzej; DZIKOWSKA, Jadwiga; GUTOWSKA, Jadwiga; NAPIORKOWSKI, Marek; WINIARSKI, Jerzy; KUBISZEWSKI, Marek; JEDYNAK, ?ukasz; MORZYCKI, Jacek; WITKOWSKI, Stanis?aw; BAJ, Aneta; WA?EJKO, Piotr; WO2014/58330; (2014); A2;,
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