Month: September 2021

Application of 80866-82-6, 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 80866-82-6, name is 5-Bromo-2-methoxybenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows.

Reference Example 26 Imidazole (3.45 g) and t-butyldimethylchlorosilane (17.6 g) were added to a solution of 5-bromo-2-methoxybenzyl alcohol (10.0 g) in DMF (100 ml) under cooling with ice and the mixture was stirred for two hours. The reaction mixture was added to ice-cooled water and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated. The residue was purified by silica gel column chromatography (n-hexane-ethyl acetate) to obtain [(5-bromo-2-methoxybenzyl)oxy](t-butyl)dimethylsilane (15.2 g).

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 80866-82-6, 5-Bromo-2-methoxybenzyl alcohol.

Reference:
Patent; Tomiyama, Hiroshi; Noda, Atsushi; Kitta, Kayoko; Kobayashi, Yoshinori; Imamura, Masakazu; Murakami, Takeshi; Ikegai, Kazuhiro; Suzuki, Takayuki; Kurosaki, Eiji; US2005/124555; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 63478-76-2, 6-Heptyn-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, COA of Formula: C7H12O, blongs to alcohols-buliding-blocks compound. COA of Formula: C7H12O

Part A: Synthesis of tert-butyl(hep iIane To a stirred solution of hept-6-yn-l-ol (5.3 g, 47.25 mmol) in dry THF (450 ml) was added imidazole (7.08 g, 103.95 mmol) followed by tert-butyldimethylsilylchloride (7.83 g, 51.97 mmol) under nitrogen. The mixture was stirred for 16 h at room temperature before water (200 ml) and hexane (250 ml) were added. The layers were separated and the aqueous phase was extracted with hexane. The combined organic phases were dried over MgSO4, filtered and concentrated to give the protected alcohol. The crude product was purified by column chromatography (SiO2, 0 – 1.5% ethyl acetate in petroleum spirit) to give the pure tert-butyl(hept-6-ynyloxy)dimethylsilane as a colourless oil (8.23 g, 77%). The product was used immediately in the next reaction step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63478-76-2, 6-Heptyn-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; COMMONWEALTH SCIENTIFIC AND INDUSTRIAL RESEARCH ORGANISATION; WO2009/111830; (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. 7314-44-5, name is (2,4-Dimethoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of (2,4-Dimethoxyphenyl)methanol

General procedure: A series of catalytic oxidation reactions was performed in 5 ml/3 mlMeCN solutions at room temperature under open air. The reaction wasset up by adding 1 mmol of 1-octanol, 5 mol % of copper(I)catalyst,5 mol % of TEMPO and 10 mol % of NMI into a 20 ml test tube, whichwas equipped with a magnetic stirrer bar. The reaction was stirred1500 rpm for 24 h for 1-octanol, 3 h for cinnamyl alcohol and 3-phenyl-1-propanol and 1 h for benzyl alcohol. After the reaction, 0.7 ml of thereaction solution and an internal standard (acetophenon 40 mul or 1,2-dichlorobenzene 40 mul, more information see ESI) were diluted withEtOAc (100 ml). GC samples (1.5 ml) were prepared by filtrating thesolution through a layer of silica gel (1 cm thick). The yields were determinedusing GC-MS with calibration curves.

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, 7314-44-5, (2,4-Dimethoxyphenyl)methanol.

Reference:
Article; Lagerspets, Emi; Lagerblom, Kalle; Helioevaara, Eeva; Hiltunen, Otto-Matti; Moslova, Karina; Nieger, Martin; Repo, Timo; Molecular catalysis; vol. 468; (2019); p. 75 – 79;,
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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. 111-46-6, name is 2,2′-Oxybis(ethan-1-ol), the common compound, a new synthetic route is introduced below. SDS of cas: 111-46-6

Into a round-bottom flask (RBF) charged with argon and cooled to 0 C, 95 % NaH (1.64 g, 65 mmol) was suspended in anhydrous THF. Di(ethylene)glycol (9.5 mL, 100 mmol) was added dropwise. After 30 min of stirring at 0 oC, propargyl bromide (5.5 mL, 50 mmol, 80 % in toluene) was added slowly. The reaction was kept at 0 oC for another 2 h, then allowed to warm to RT overnight. The reaction was slowly quenched with water (30 mL) and the compound was extracted into CH2Cl2 (3 x 50 mL). The organic portions were combined and washed with H2O (1 x 30 mL), dried over Na2SO4, and concentrated in vacuo. Flash chromatography on a silica column (3:2 ethyl acetate:hexanes ) afforded alkyne 7 (3.66 g, 51 %) as a yellow oil. 1H NMR (CDCl3): delta 2.43 (t, 1H, J = 2.4Hz); 2.84-2.88 (br s, 1H), 3.58 (dt, 2H, J = 4.6Hz, 5.3Hz); 3.76-3.63 (m, 6H); 4.18 (d, 2H, J = 2.8Hz). 13C NMR (CDCl3): delta 58.5 [CH2]; 61.8 [CH2]; 69.2 [CH2]; 70.3 [CH2]; 72.7 [CH2]; 74.9 [CH]; 79.6 [C]. HRMS (ESI+) calcd. for C7H12O3Na [M++Na]: 167.0684. Found: 167.0680.

The synthetic route of 111-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Inkster, James; Lin, Kuo-Shyan; Ait-Mohand, Samia; Gosselin, Simon; Benard, Francois; Guerin, Brigitte; Pourghiasian, Maral; Ruth, Thomas; Schaffer, Paul; Storr, Tim; Bioorganic and Medicinal Chemistry Letters; vol. 23; 13; (2013); p. 3920 – 3926;,
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Electric Literature of 14320-38-8, Adding some certain compound to certain chemical reactions, such as: 14320-38-8, name is Cyclopent-3-enol,molecular formula is C5H8O, 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.

Reference Example 1 4-Benzyloxycyclopent-1-ene: To a solution of cyclopent-3-en-1-ol ?cf. J. Org. Chem., 32, 4138[(1967)] (7.00 g) and benzyl bromide (10.5 ml) in dimethylformamide (35 ml) is added gradually 60% sodium hydride (in oil) (3.68 g) with stirring under ice-cooling, and the mixture is stirred at room temperature for 1.5 hour. The reaction mixture is diluted with ethyl acetate and washed with water six times. The ethyl acetate solution thus obtained is dried over anhydrous magnesium sulfate, evaporated to dryness under reduced pressure, and then purified by medium pressure liquid column chromatography (eluent; n-hexane, n-hexane:ethyl acetate–50:1, v/v) to give 4-benzyloxycyclopent-1-ene (11.22 g) as an oily substance. NMR (60 MHz, CDCl3, deltappm): 2.4-2.7 (4H, m), 4.29 (1H, m), 4.46 (2H, s), 5.65 (2H, s), 7.26 (5H, s)

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; Kanebo, Ltd.; US5912247; (1999); A;,
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Reference of 3637-61-4 ,Some common heterocyclic compound, 3637-61-4, molecular formula is C6H12O, 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.

lodomethylcyclopentane; Methanesulfonyl chloride (13.8 ml_, 178 mmol) was added drop wise and at 0 C to a solution of cyclopentanemethanol (16.2 g, 162 mmol) in anhydrous pyridine (35 ml_). The mixture was stirred at 0C for 5 h, poured into water (200 ml_), and extracted with methylene chloride (3 x 50 ml_). The combined organic layers were washed with 1 M HCI (3 x 20 ml_) and brine (2 x 20 ml_), dried with anhydrous magnesium sulphate, and evaporated in vacuo. The residue was dissolved in anhydrous acetone (20 ml_), and a solution of sodium iodide (24 g, 162 mmol) in acetone (50 ml_) was added. The mixture was refluxed for EPO 5 h. The formed precipitate was filtered off, and the filtrate was evaporated in vacuo. The residue was distilled and the fraction boiling at 71 -75 C (1 10 Torr) was collected to give iodomethylcyclopentane. Yield: 13.8 g (41 %). 1H-NMR (CDCI3, delta ppm): 3.21 (d, J=6.9 Hz, 2 H); 2.18 (hept, J=7.5 Hz, 1 H); 1.95-1.45 (m, 6 H); 1.35- 1.11 (m, 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,3637-61-4, its application will become more common.

Reference:
Patent; NOVO NORDISK A/S; WO2006/58923; (2006); A1;,
Alcohol – Wikipedia,
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Reference of 1562-00-1, Adding some certain compound to certain chemical reactions, such as: 1562-00-1, name is Sodium isethionate,molecular formula is C2H5NaO4S, 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 1562-00-1.

Example 4; Preparation of [C2dmim][ise]; [C2dmim][ise] is an IL comprised of 1-ethyl-2,3-dimethylimidazolium as the cation, and isethionate (ise) as the anion. A 250-mL round bottom flask was charged with [C2dmim]2[SO4] (7.331 g, 21 mmol) and 2:1 alcohol-water (24 mL). This mixture was stirred until forming a clear, colorless solution, whereupon a prepared solution of sodium isethionate (6.267 g, 42 mmol) was added to the mixture in one portion with stirring. A fine precipitate formed soon thereafter. The resulting slurry was stirred for about 2 h, whereupon it was suction filtered, and the filtrate was concentrated as far as feasible by rotary evaporation. The residue was taken up in methanol (25 mL) and loaded onto an about 20-g column of 230-400 mesh silica gel previously packed in methanol.As in Example 3, the methanolic solution of crude [C2dmim][ise] was pushed down to the level of the top of the silica gel bed with air pressure while the column issue was collected in a 250-mL round bottom flask; the flask previously containing the crude product was rinsed with methanol (25 mL) and the rinse methanol was similarly loaded and pressed down while the column issue was collected on top of the first fraction. The rinsing process was repeated once before the silica gel column was washed down with fresh methanol (100 mL), all the while collecting the column issue on top of the accumulated methanol solution. The combined methanolic fractions were concentrated by rotary evaporation to produce purified [C2dmim][ise] (10.713 g, 43 mmol, 101%) as an ionic liquid. The ionic liquid of Example 4 was liquid at ambient conditions.

According to the analysis of related databases, 1562-00-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FLUIDIC, INC.; US2012/321967; (2012); A1;,
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Reference of 76066-27-8, 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 76066-27-8, name is 1-(Aminomethyl)cyclopentanol hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

Step A. 1-{[(4-Bromo-2-nitrophenyl)amino]methyl}cyclopentanol The mixture of 2,5-dibromonitrobenzene (Tokyo Kasei Kogyo Co., Ltd., 5.4 g, 19.2 mmol), 1-(aminomethyl)cyclopentanol hydrochloride (J. Med. Chem. 1981, 24, 12-16, 4.3 g, 28.4 mmol) and N,N-diisopropylethylamine (8.4 mL, 48.1 mmol) in 1-methyl-2-pyrrolidinone (32 mL) was microwaved for 30 min at 200 C. The reaction was quenched with water and extracted three times with ethyl acetate. The combined organic layers were dried over sodium sulfate and filtered. The filtrate was concentrated and the residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:1 as eluent) to afford the title compound (2.6 g, 43%) as an orange amorphous solid. 1H-NMR (CDCl3) delta: 8.36 (br s, 1H), 8.32 (d, J=2.2 Hz, 1H), 7.49 (dd, J=8.8, 2.2 Hz, 1H), 6.83 (d, J=9.5 Hz, 1H), 3.40 (d, J=5.1 Hz, 2H), 1.96-1.67 (m, 8H), a peak of OH was not identified. MS (ESI) 315 (M+H)+, 313 (M-H)-.

According to the analysis of related databases, 76066-27-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kon-I, Kana; Matsumizu, Miyako; Shima, Akiko; US2006/94750; (2006); A1;,
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Application of 5299-60-5, 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 5299-60-5 as follows.

Ethyl 6-methylsulfonyloxyhexanoate (2). A solution of monodispersed ethyl 6-hydroxyhexanoate (50.76 ml, 50.41 g, 227 mmol) in dry dichloromethane (75 ml) was chilled in an ice bath and placed under a nitrogen atmosphere. Triethylamine (34.43 ml, 24.99 g, 247 mmol) was added. A solution of methanesulfonyl chloride (19.15 ml, 28.3 g, 247 mmol) in dry dichloromethane (75 ml) was added dropwise from an addition funnel. The mixture was stirred for three and one half hours, slowly being allowed to come to room temperature as the ice bath melted. The mixture was filtered through silica gel, and the filtrate was washed successively with water, saturated NaHCO3, water and brine. The organics were dried over Na2SO4, filtered and concentrated in vacuo to a pale yellow oil. Final purification of the crude product was achieved by flash chromatography (silica gel, 1/1 hexanes/ethyl acetate) to give the monodispersed compound 2 (46.13 g, 85%) as a clear, colorless oil. FAB MS: m/e 239 (M+H), 193 (M-C2H5O).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5299-60-5, its application will become more common.

Reference:
Patent; Soltero, Richard; Ekwuribe, Nnochiri N.; Opawale, Foyeke; Rehlander, Bruce; Hickey, Anthony; Li Li, Bovet; US2003/69170; (2003); A1;,
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Electric Literature of 67622-86-0 ,Some common heterocyclic compound, 67622-86-0, 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.

General procedure: To a solution of 5-chloro-2-[[5-methyl-3-(6-methyl-3-pyridyl)isoxazol-4-yl]methyl]pyridazin-3- one (building block A, 50 mg, 0.158 mmol) in EtOH (5 mL) was added under an atmosphere of argon triethylamine (0.219 mL, 1.58 mmol) and N-methylcyclopropanamine oxalate (254 mg, 1.58 mmol). The vial was capped and heated to 1 10 C for 17 h. The reaction mixture was diluted with EtOAc (20 mL) and was washed with water (15 mL) and brine (15 mL). The aqueous layers were extracted twice with EtOAc (20 mL). The combined organic extracts were dried (MgS04), filtered and concentrated in vacuo. Purification by flash chromatography (silica, gradient: 0% to 10% MeOH in CH2Cb) afforded the title compound (40 mg, 68%) as a light brown gum. MS (ESI): 352.2 ([M+H]+).

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. 67622-86-0, 2-Methyl-1-(methylamino)propan-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CECERE, Giuseppe; GROEBKE ZBINDEN, Katrin; HERNANDEZ, Maria-Clemencia; KNUST, Henner; KOBLET, Andreas; OLIVARES MORALES, Andres Miguel; PATINY-ADAM, Angelique; PINARD, Emmanuel; RUNTZ-SCHMITT, Valerie; STEINER, Sandra; (328 pag.)WO2019/238633; (2019); A1;,
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