Month: October 2020

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. 105-30-6, name is 2-Methylpentan-1-ol, the common compound, a new synthetic route is introduced below. 105-30-6

Example 2 – Bis(2-methylpentyl) Octadecanedioate. [0129] Octadecanedioic acid (ODDA, 5.00 g) was added to a 100-mL three- necked round-bottom flask. A Dean-Stark condenser was attached, followed by the addition of toluene to the ODDA and to the trap. 2-Methylpentyl alcohol (5.90 mL) was added to the ODDA mixture. The flask was immediately purged with nitrogen gas and p-toluenesulfonic acid (0.17 g) was added. The reaction mixture was heated to 1 15 C and the reaction proceeded for 5 hours. Heat was then removed and the reaction mixture was allowed to cool to 60 C, at which point aqueous NaHC03 (saturated) was added to achieve a neutral pH. After vigorous stirring, the organic layer was separated and dried over Na2S04. The dried product was then subjected to a vacuum treatment to remove any residual solvent. A yellow oil was obtained. Analysis by 1H NMR provided the following chemical shifts: (400MHz, CDCIs) delta 0.90-0.85 (m), 1 .10-1 .20 (m), 1 .21 -1 .50 (m), 1 .55-1 .7 (t), 1 .77 (0), 2.30 (t), 3.85 (dd), 3.95 (dd). Anaylsis by 13C NMR provided the following chemical shifts: (400MHz, CDCI3) delta C 173.947; CH 32.366; CH2 69.200, 35.691 , 34.438, 29.701 , 29.684, 29.641 , 29.516, 29.319, 29.220, 25.095, 19.975; CH3 16.885, 14.258.

The synthetic route of 105-30-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELEVANCE RENEWABLE SCIENCES, INC.; PALS, Tessa; COHEN, Steven A.; SNEAD, Thomas E.; BEUHLER, Allyson; HATEGAN, Georgeta; BERTIN, Paul A.; WO2015/142584; (2015); A1;,
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624-95-3, 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 624-95-3 as follows.

16.9 g of 3, 3-Dimethyl-l-butanol (117.3 mmol) and 0.0765 g MeO-TEMPO (0.411 mmol) are charged in a jacketed glass reaction flask, equipped with a thermocouple, an addition port, a Teflon coated magnetic stir bar and a pH probe. Potassium bromide (0.011 g, 0.104 mmol) and 0.676 g. NAHCO3 are dissolved in water (12.4 cc) and the aqueous solution is added to the stirred organic fraction at 1000 RPM in the reaction flask. The stirred suspension is cooled to 0C and the emulsion is re-adjusted to pH=8.4 using 50% solution of HCI. When the temperature of the reactants reached 0C, 82 g (133 mmol) of 12. 1% aqueous NAOCI solution are pumped in via a gas-tight syringe over 90 minutes. During the bleach addition, the pH is maintained at 8.3-8. 4 levels using few drops of 50% aqueous HCI. The reaction mixture is stirred for an additional 120 min at 0C and the organic layer is sampled for GC assay. The reaction in this second stage is kept at pH 8.4 by addition of 0.2-0. 25 cc aqueous solution OF NAOH (50% concentration). The yield of 3,3-dimethylbutyraldehyde is 89.7% at 60 min and 91.5% at 90 min reaction time.

The chemical industry reduces the impact on the environment during synthesis 624-95-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; THE NUTRASWEET COMPANY; WO2004/67484; (2004); A2;,
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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. 616-29-5, name is 1,3-Diaminopropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows. 616-29-5

Synthesis of 2,2,12,12-t-methyl-3,11-dioxo-4,10-dioxa-5,9-diazatridecan-7-ol (N,N’-di-t-boc-2-hydroxy-1,3-diaminopropane) Sodium hydrogencarbonate (8.3 g, 99 mmol) was dissolved in 1:1 acetonitrile:water mixture (190 mL) and the solution cooled to 4 C. in an ice bath. 1,3-diamino-2-hydroxypropane (2.5 g, 27 mmol) and di-tert-butyldicarbonate (12.8 g, 59 mmol) were dissolved in the same solvent system (65 mL). This mixture was then added to the chilled sodium hydrogencarbonate solution and stirred on ice for two hours. The reaction was then heated to room temperature and stirred overnight. The acetonitrile was removed by rotary evaporation and the protected amine extracted into dichloromethane (3*75 mL portions). The organic portions were combined, dried over sodium carbonate, and evaporated to dryness by rotary evaporation. The resulting oil was re-crystallised from diethylether/hexane,38 giving colourless crystals (7.2 g, 91% yield). The compound was characterised by 1H and 13C NMR and FT-IR spectroscopy. IR (cm-1): 3316 m br v(OH and NH), 2971 m and 2930 m v(CH3 and CH), 1681 s v(C=O). 1H NMR (400 MHz, CDCl3, 298 K) [delta, ppm]: 1.45 (s, 18H, H-1), 3.20 (m, 4H, H-5), 3.75 (m, 2H, H-6 and H-7), 5.20 (s br, 2H, H-4). 13C NMR (100 MHz, CDCl3, 298K) [delta, ppm]: 28.55 (C-1), 43.72 (C-2), 71.07 (C-5), 79.87 (C-6), 157.24 (C-3).

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, 616-29-5, 1,3-Diaminopropan-2-ol.

Reference:
Patent; UNIVERSITY OF KWAZULU-NATAL; Munro, Orde Quentin; Akerman, Kate Julie; Akerman, Piers; US2013/90472; (2013); A1;,
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770-71-8, 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.770-71-8, name is Adamantan-1-ylmethanol, molecular formula is C11H18O, molecular weight is 166.26, as common compound, the synthetic route is as follows.

Preparation of 1-Bromomethyladamantane, IV To 1-Hydroxymethyladamantane (366 gm.) and triphenylphosphine (598 gm.) in 1600 ml. dimethylformamide was added a solution of 366 gm. bromine in 800 ml. dimethylformamide over a 5 hour period. The mixture was left overnight at room temperature and then distilled (under aspirator) to remove solvent and product. The distillate was poured into 8 liters of water and filtered. The solid was dissolved in petroleum ether (30-60), washed with K2 CO3 solution, then with water, dried, and concentrated to dryness. The residue recrystallized from 2.5 liters methanol gave 426.6 gm., m.p. 43-4. (1st crop plus additional crops obtained on concentration of the mother liquors.)

Statistics shows that 770-71-8 is playing an increasingly important role. we look forward to future research findings about Adamantan-1-ylmethanol.

Reference:
Patent; Pennwalt Corporation; US4100170; (1978); A;,
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Adding a certain compound to certain chemical reactions, such as: 39590-81-3, 1,1-Bis(Hydroxymethyl)cyclopropane, 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, 39590-81-3, blongs to alcohols-buliding-blocks compound. 39590-81-3

Step 1 : EDCI (104 mg, 0.54 mmol) was added to a mixture of N-Cbz-O-TBDMS-D-serine (200 mg, 0.45 mmol), l,l-di(hydroxymethyl)cyclopropane (116 mg, 1.13 mmol) and DMAP (55 mg, 0.45 mmol) in dry DCM (10 mL) and stirred at rt for 6 hours. Evaporated and chromatographed on silica using EtOAc: heptane as eluent. The Cbz-ester was isolated (140 mg, 70%) as a clear oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,39590-81-3, its application will become more common.

Reference:
Patent; LEO PHARMA A/S; LARSEN, Mogens; RITZEN, Andreas; N?RREMARK, Bjarne; GREVE, Daniel Rodriguez; (145 pag.)WO2018/141842; (2018); A1;,
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2516-33-8, 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 2516-33-8 as follows.

General procedure: The gas-phase oxidation of alcohols is performed on a fixed-bed quartz tube reactor (600mm length by 14 mm inner diameter) under atmospheric pressure. Catalyst used in each test is 0.27 g (200-300 mesh). Other conditions are described in the previous literature elaborately [16]. The products are analyzed by Gas Chromatography (Shimadzu GC-2014 with a Rtx-5 column) as well as GC-MS (Agilent 6890 equipped with a HP-5 column).

The chemical industry reduces the impact on the environment during synthesis 2516-33-8, I believe this compound will play a more active role in future production and life.

Reference:
Article; Liu, Kun; Chen, Zhaoxiang; Zou, Peipei; Wang, Yuanyuan; Dai, Liyi; Catalysis Communications; vol. 67; (2015); p. 54 – 58;,
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764-48-7, 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. 764-48-7, name is Ethylene Glycol Vinyl Ether, molecular formula is C4H8O2, 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.

General procedure: A dry and argon-flushed 10 mL Schlenk tube, equipped with a stirring bar and septum, wascharged with 2-(vinyloxy)ethanol (5, 132 mg, 1.50 mmol, 1.50 equiv) in Et2O (1.5 mL). Then,iPrMgBr (1.55 mmol, 1.55 equiv) was added dropwise at 25 C. After 5 min of stirring,Sc(OTf)3 (49.2 mg, 0.10 mmol, 0.10 equiv) and aldehyde 6 (1.00 mmol, 1.00 equiv) weresuccessively added and the reaction mixture was stirred at 40 C for the given time. After afull conversion was detected by GC-analysis, sat. aq. NH4Cl (15 mL) was added and theaqueous layer was extracted with EtOAc (3 x 15 mL). The combined organic layers weredried over Na2SO4, filtered and solvent was removed under reduced pressure. Purification viacolumn chromatography (SiO2) afforded expected products 4.

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. 764-48-7, Ethylene Glycol Vinyl Ether, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Quinio, Pauline; Kohout, Laura; Roman, Daniela Sustac; Gaar, Jakob; Karaghiosoff, Konstantin; Knochel, Paul; Synlett; vol. 27; 11; (2016); p. 1715 – 1719;,
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100-37-8, 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. 100-37-8, name is 2-(Diethylamino)ethanol. A new synthetic method of this compound is introduced below.

A mixture of 2,7-diiodofluoren-9-one (4.32 g, 10.0 mmol; see J. Chem. Res. (S) 1999, 590), 2-diethylaminoethanol (1.35 mL, 10.2 mmol; Aldrich), copper(I) iodide (190 mg, 1.0 mmol; Aldrich), 1,10-phenanthroline (360 mg, 2.0 mmol; Aldrich) and powdered cesium carbonate (6.5 g, 20 mmol; Aldrich) in dry toluene (10 mL) was heated under nitrogen to 110 C. with vigorous stirring for 24 h. After cooling to room temperature, the reaction mixture was filtered through diatomaceous earth, rinsing with CH2Cl2, and concentrated. The residue was dissolved in CH2Cl2, washed with aq. NaOH, and purified by flash chromatography (120 g silica gel, 1-10% gradient of NH4OH-MeOH (1:10) in CH2Cl2) to provide the title compound (1.85 g, 4.39 mmol; 44% yield): 1H NMR (300 MHz, CDCl3) delta 7.90 (d, J=2 Hz, 1H), 7.76 (dd, J=8, 2 Hz, 1H), 7.39 (d, J=8 Hz, 1H), 7.14-7.22 (m, 2H), 7.00 (dd, J=8, 2 Hz, 1H), 4.11 (br s, 2H), 2.52-3.05 (m, 6H), 1.10 (t, J=7 Hz, 6H); MS (DCl/NH3): m/z 422 (M+1)+.

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. 100-37-8, 2-(Diethylamino)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Schrimpf, Michael R.; Sippy, Kevin B.; Ji, Jianguo; Li, Tao; Frost, Jennifer M.; Briggs, Clark A.; Bunnelle, William H.; US2005/234031; (2005); A1;,
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623-04-1, 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 623-04-1 as follows.

Step B; 4-Acetamidobenzyl acetateTo a solution of (4-aminophenyl)methanol (2.0 g, 16.2 mmol) from step A and DMAP (0.40 g, 3.2 mmol)in DCM (50 mL) was added dropwise acetic anhydride (7.6 mL, 81.0 mmol) at 0 0C over 30 min. After stirring under nitrogen for 30 min, the solution was concentrated and extracted with DCM twice. The combined extracts were washed with water and brine, dried over Na2SO4 and concentrated. Column chromatography on silica (20% EA in PE) afforded the title compound as white solid (3.35 g, 100%). 1H NMR (CDCl3, 300 MHz): delta 7.51 (d, J = 8.1 Hz, 2H), 7.31 (d, J = 8.1 Hz, 2H), 5.05 (s, 2H), 2.16 (s, 3H), 2.08 (s, 3H). MS (ESI, Pos. 1.5 kV) m/z 230.0 (M+Na)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-04-1, its application will become more common.

Reference:
Patent; SHANGHAI TARGETDRUG CO., LTD.; AVEXA LIMITED; WO2009/89659; (2009); A1;,
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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. 764-48-7, name is Ethylene Glycol Vinyl Ether. This compound has unique chemical properties. The synthetic route is as follows. 764-48-7

General procedure: To a stirred mixture of alcohol, 2-oxo-4-aryl-but-3-enoic acid and DMAP in dichloromethane at 0 C was added dropwise DCC in dichloromethane. After 10 min, the reaction mixture was allowed to warm to room temperature and stirred for 10 h. After filtration of the resulting mixture, solvent was removed under reduced pressure and the crude product was purified by column chromatography on silica gel using CH2Cl2 as eluant.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,764-48-7, Ethylene Glycol Vinyl Ether, and friends who are interested can also refer to it.

Reference:
Article; Dong, Xiaomei; Wang, Qingxia; Zhang, Qian; Xu, Shuai; Wang, Zhihong; Tetrahedron; vol. 69; 52; (2013); p. 11144 – 11154;,
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