Tag: M.W=100-200

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. 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3,3,3-Trifluoropropan-1-ol

a){(R)-5,5-Difluoro-4-methyl-4-[3-(3,3,3-trifluoro-propoxy)-phenyl]-5,6-dihydro-4H-[1,3]oxazin-2-yl}-di(carbamic acid tert-butyl ester)A solution of [(R)-5,5-difluoro-4-(3-hydroxy-phenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-yl]-di(carbamic acid tert-butyl ester) (intermediate G3.1) (40 mg, 90.4 mumol), 3,3,3-trifluoropropan-1-ol (20.6 mg, 181 mumol), and triphenylphosphine (48.9 mg, 181 mumol) in tetrahydrofuran (1.2 ml) was treated dropwise with a solution of diethyl azodicarboxylate (40percent in toluene; 86.6 mg, 91.1 mul, 199 mumol) at room temperature over a period of 2 minutes.The mixture was stirred at room temperature for 20 hours.For the workup, the solvent was removed at reduced pressure, and the thus obtained residue was purified on a preparative silica gel TLC using a 4:1-mixture of heptane and ethyl acetate as the eluent.The {(R)-5,5-difluoro-4-methyl-4-[3-(3,3,3-trifluoro-propoxy)-phenyl]-5,6-dihydro-4H-[1,3]oxazin-2-yl}-di(carbamic acid tert-butyl ester) (8.3 mg, 17percent yield) was obtained as a light yellow oil. MS (ISP): m/z=539.4 [M+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, 2240-88-2, 3,3,3-Trifluoropropan-1-ol.

Reference:
Patent; Hilpert, Hans; Narquizian, Robert; Pinard, Emmanuel; Polara, Alessandra; Rogers-Evans, Mark; Woltering, Thomas; Wostl, Wolfgang; US2012/295900; (2012); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 7287-82-3, 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. 7287-82-3, name is 1-(2-Methylphenyl)ethanol. A new synthetic method of this compound is introduced below.

General procedure: In a typical process, into a 5-ml two-necked round-bottomflask equipped with a magnetic stirrer were addedRu(pbbp)(pydic) (0.002 mmol) and alcohol (2 mmol)successively at room temperature. The mixture washeated to 60 C under stirring, and then TBHP (70%aqueous solution) was slowly dropped in 0.5 h. Thereaction was monitored by GC equipped with a SE 54column (30 m 9 0.5 lm). After reaction, the product waspurified by column chromatography over silica gel (eluent:n-hexane/ethyl acetate) and characterized by 1HNMR.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7287-82-3, 1-(2-Methylphenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Yuecheng; Chu, Ruosi; Zhang, Hongyu; Zhao, Jiquan; Transition Metal Chemistry; vol. 42; 2; (2017); p. 105 – 116;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 13401-56-4, name is 3-Chloro-2,2-dimethylpropan-1-ol. A new synthetic method of this compound is introduced below., name: 3-Chloro-2,2-dimethylpropan-1-ol

2. Preparation of 3-Chloro-2,2-dimethyl-1-trimethylsilyloxy-propane at 100 C., Lot 9279 A 500 milliliter, three-necked flask was fitted with a large magnetic stir bar, a reflux condenser, a thermocouple attached to a THERM-O-WATCH, a 125 ml. pressure-equalizing addition funnel, and an argon inlet. This apparatus was dried in an oven overnight at 125 C., assembled hot, and allowed to cool to room temperature in a stream of argon. The flask was charged with 122.68 grams (1.00 mole, 1.00 equivalent) of 3-chloro-2,2-dimethyl-1-propanol. Hexamethyldisilazane, 83.35 grams (0.516 mole, 0.516 equivalent), was then added dropwise via the addition funnel. Trimethylsilylchloride catalyst, one ml., was added via a syringe. An immediate exotherm of 23.4 C. was observed. A white precipitate also formed when the catalyst was added. The reaction mixture was heated to 100 C. with a heating mantle, controlled by the THERM-O-WATCH. Periodically, an aliquot was removed, filtered through a 0.45 micron syringe filter, and analyzed by Gas Chromatography (GC), thirty meter*0.53 mm AT-1 column. After twenty-four hours at 100 C., both of the starting materials were still present. Therefore, an additional 0.5 ml. of trimethylsilylchloride was added. After forty-eight hours at 100 C., both of the starting materials were still present. Therefore, an additional 0.5 ml. of trimethylsilylchloride was added. After a total of seventy-two hours at 100 C., all the starting 3-chloro-2,2-dimethyl-1-propanol had been consumed, with the formation of a single, higher-boiling component. The heat source was removed. After the reaction mixture had cooled to room temperature, it was transferred to a medium porosity sintered glass filter. The filtrate was collected in a dry 250 ml. bottle. This afforded a clear, very pale yellow solution, yield=178.37 grams (91.65% yield).

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, 13401-56-4, 3-Chloro-2,2-dimethylpropan-1-ol.

Reference:
Patent; FMC Corporation; US5543540; (1996); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 3068-00-6, name is 1,2,4-Butanetriol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 1,2,4-Butanetriol

General procedure: To a stirring solution of benzophenone (1 eq.) in anhydrous toluene, at room temperature and under nitrogen atmosphere, 1,2,4-butantriol (2 eq.) and pTSA (cat.) were added. The mixture was refluxed for 24?h, using Dean-Stark trap to remove the forming water. The mixture was then cooled at room temperature, and diluted with Et2O. The organic phase was washed with NaHCO3 saturated solution, brine, dried over anhydrous Na2SO4 and concentrated. The crude was purified by column chromatography (cyclohexane:EtOAc 85:15) to give alcohols 40 and 42.4.1.5.1 2-(2,2-Diphenyl-1,3-dioxolan-4-yl)ethan-1-ol (40) Colorless liquid (65% yield). 1H NMR (200MHz, DMSO-d6) delta 1.56-1.90 (m, 2H), 3.39-3.75 (m, 2H), 3.97-4.28 (m, 2H), 4.48 (t, J=5.1Hz, 1H), 7.16-7.53 (m, 10H). MS (ESI): m/z [M + H]+: 270.1.

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, 3068-00-6, 1,2,4-Butanetriol.

Reference:
Article; Franchini, Silvia; Sorbi, Claudia; Linciano, Pasquale; Carnevale, Gianluca; Tait, Annalisa; Ronsisvalle, Simone; Buccioni, Michela; Del Bello, Fabio; Cilia, Antonio; Pirona, Lorenza; Denora, Nunzio; Iacobazzi, Rosa Maria; Brasili, Livio; European Journal of Medicinal Chemistry; vol. 176; (2019); p. 310 – 325;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 100058-61-5, 3-(Benzyloxy)cyclobutanol, 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, Product Details of 100058-61-5, blongs to alcohols-buliding-blocks compound. Product Details of 100058-61-5

Preparation of 3-(benzyloxy)cyclobutyl sulfochloridate (CC): A solution of compound BB (1.7 g, 9.53 mmol) in DCM (100 ml) was treated with triethylamine (3.34 ml, 23.84 mmol) followed by MeSO2Cl (MsCl) (1.47 ml, 19.07 mmol) and stirred at 25 C. for 30 minutes. The reaction mixture was poured into water and extracted with DCM. The organic layer was dried over Na2SO4, filtered, and concentrated to provide crude CC. Yield: 3.5 g. 1H NMR (400 MHz, CDCl3): 7.36-7.27 (m, 5H), 4.67-4.60 (m, 1H), 4.42 (s, 2H), 3.76-3.69 (m, 1H), 2.97 (s, 3H), 2.85-2.78 (m, 2H), 2.35-2.28 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100058-61-5, 3-(Benzyloxy)cyclobutanol, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc; US2008/280879; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 34626-51-2, 5-Bromopentan-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: 5-Bromopentan-1-ol, blongs to alcohols-buliding-blocks compound. Recommanded Product: 5-Bromopentan-1-ol

To a solution of 5-bromopentan-1-ol (0.43 mL, 3.00 mmol) in tetrahydrofuran (15 mL) at 0 C under an atmosphere of nitrogen was added imidazole (210 mg, 3.00 mmol) and t-butylchlorodiphenylsilane (0.78 mL, 3.00 mmol) at 0 C. After 5 h at room temperature, the reaction mixture was quenched by addition of water (5 mL) and the mixture was extracted with diethyl ether. The organic layer was washed with brine, dried over magnesium sulfate, filtered and evaporated in vacuo. The resulting crude residue was purified on a Biotage purification apparatus (silica gel, 0-10% ethyl acetate in hexanes gradient) to yield the title compound (17, 980 mg, 2.42 mmol, 81%) as a colorless oil. 1H NMR (400 MHz, CDCl3) delta 7.72-7.69 (m, 4H), 7.48-7.39 (m, 6H), 3.70 (t, J = 6.4 Hz, 1H), 3.42 (t, J = 6.8 Hz, 1H), 1.91-1.84 (m, 2H), 1.62-1.58 (m, 2H), 1.47-1.42 (m, 4H), 1.09 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,34626-51-2, 5-Bromopentan-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Kim, Min Ju; Lee, Suk Ho; Park, So Ok; Kang, Hyunku; Lee, Jun Sung; Lee, Ki Nam; Jung, Myung Eun; Kim, Jeongmin; Lee, Jinhwa; Bioorganic and Medicinal Chemistry; vol. 19; 18; (2011); p. 5468 – 5479;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 2568-33-4, 3-Methylbutane-1,3-diol, 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, Safety of 3-Methylbutane-1,3-diol, blongs to alcohols-buliding-blocks compound. Safety of 3-Methylbutane-1,3-diol

To a solution of ethyl (2E) -3- (2-{ [3-chloro-5- (trifluoromethyl)pyridin-2-yl]oxy}-4-hydroxyphenyl) acrylate (10.0 g) in tetrahydrofuran (300 ml) were added tributylphosphine (10.5 ml), 3-methylbutane-l, 3-diol (4.0 ml) and 1, 1′ – (azodicarbonyl) dipiperidine (9.7,6 g) , and the mixture was stirred overnight at 500C. Then, tributylphosphine (10.5 ml), 3-methylbutane-l, 3-diol (4.0 ml) and 1,1′- (azodicarbonyl) dipiperidine (9.76 g) were added, and the mixture was stirred at 500C for 1 hr. The reaction mixture was concentrated, the obtained solid was washed with diisopropyl ether, and the filtrate was concentrated. The obtained residue was subjected to basic silica gel column chromatography, and eluted with ethyl acetate-hexane (hexane alone to 45:55, v/v). The obtained residue was subjected to silica gel column chromatography, and eluted with ethyl acetate-hexane (hexane alone to 3:7, v/v) to give ethyl (2E) -3- [2-{ [3-chloro-5- (trifluoromethyl)pyridin-2-yl]oxy}-4- (3-hydroxy-3- methylbutoxy) phenyl] acrylate (Reference Example 264) (1.46. g, yield: 12-%) ,as a pale-yellow solid. Recrystallization from ethyl acetate-hexane gave white crystals as 0.5 hydrate, melting point 63.5-66.00C.Then, ethyl (2E) -3- [2-{ [3-chloro-5-(trifluoromethyl) pyridin-2-yl] oxy}-4- (3-hydroxy-l, 1- dimethylpropoxy) phenyl] acrylate (Reference Example 265) (0.71 g, yield: 6%) was obtained as an orange oil.1H-NMR (300 MHz, DMSO-ds)delta: 1.20 (3 H, t, J = 7,2 Hz), 1.32 (6 H, s), 1.87 (2 H, t, J = 7.5 Hz), 3.55 – 3.62 (2 H, m) , 4.12 (2 H, q, J = 7.2 Hz), 4.40 (1 H, t, J = 5.4 Hz), 6.57 (1 H, d, J = 16.2 Hz), 6.96 (1 H, s) , 6.94 – 6.99 (1 H, m) , 7.55 (1 H, d, J = 16.2 Hz), 8.50 – 8.50 (1 H, m) , 8.63 (1 H, d, J = 2.0 EPO Hz ) .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2568-33-4, 3-Methylbutane-1,3-diol, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2007/18314; (2007); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 1074-61-9 , The common heterocyclic compound, 1074-61-9, name is (4-Vinylphenyl)methanol, molecular formula is C9H10O, 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.

Step A 1-Bromomethyl-4-vinyl-benzene. Bromine (16.4 g, 103 mmol) was slowly added to a solution of triphenylphosphine (28.87 g, 110.1 mmol) in CH2Cl2 (260 mL) at 0 C. After 10 minutes, 4-vinylbenzyl alcohol (12.5 g, 93.3 mmol) was added and the reaction mixture was stirred at 0 C. for 2 h. The reaction mixture was washed with water (1*) followed by brine (1*). The organic solution was dried over MgSO4, filtered, and concentrated in vacuo. The product was triturated with petroleum ether (3*), and the ethereal solution was concentrated in vacuo. The residue was purified by flash chromatography (hexanes) to afford 4-vinyl-benzyl bromide (6.23 g). 1H NMR (400 MHz, CDCl3) delta 7.32-7.45 (m, 4H), 6.72 (dd, 1H), 5.77 (d, 1H), 5.28 (d, 1H), 4.50 (s, 2H).

The synthetic route of 1074-61-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc.; US6288120; (2001); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 46190-45-8, 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. 46190-45-8, name is Methyl 4-(2-hydroxyethyl)benzoate. A new synthetic method of this compound is introduced below.

Step 3 4-(2-Phenoxy-ethyl)-benzoic Acid Methyl Ester 72 4-(2-Hydroxyethyl)benzoic acid methyl ester 71 (1.622 g, 9.00 mmol), triphenyl phosphine (3.541 g, 13.50 mmol), and diethyl azodicarboxylate (2.13 ml, 13.50 mmol) were dissolved in 50 ml of tetrahydrofuran at room temperature and allowed to stir for 30 minutes. Phenol (0.847 g, 9.00 mmol) was added and the mixture was allowed to stir overnight. The mixture was diluted with water and extracted with diethyl ether. The extracts were dried over anhydrous sodium sulfate and concentrated en vacuo. The residue was purified by flash chromatography on silica eluted with 99:1 hexane/acetone to give 387 mg (16.8%) of 4-(2-phenoxy-ethyl)-benzoic acid methyl ester 72 as a clear oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,46190-45-8, Methyl 4-(2-hydroxyethyl)benzoate, and friends who are interested can also refer to it.

Reference:
Patent; Cournoyer, Richard Leo; Keitz, Paul Francis; Lowrie Jr., Lee Edwin; Muehldorf, Alexander Victor; O’Yang, Counde; Yasuda, Dennis Mitsugu; US2001/56100; (2001); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 637031-88-0, 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. 637031-88-0, name is 3,3-Difluorocyclobutanol, molecular formula is C4H6F2O, 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.

To a mixture of 3,3-difluorocyclobutanol (25.19 mg, 0.23 mmol) and A-107 (33 mg, 0.12 mmol) in 1,4-dioxane (4 mL) was added i-BuOK (26.15 mg, 0.23 mmol) at 20 C. The mixture was stirred at 20 C for 2 hours. The mixture was quenched with sat. NH4C1 (10 mL) and extracted with EtOAc (20 mL x 2). The combined organic phase was washed with brine (15 mL), dried over Na2S04, filtered and concentrated to give the crude product, which was purified by prep-TLC (silica gel, PE:EtOAc = 1: 1) and prep-HPLC (Phenomenex Gemini (250 mm x 50 mm,10 _); A = H20 (0.05% NH4OH) and B = CH3CN; 55-65% B over 8 minutes) to afford Compound 86 (1.72 mg, 0.05 mmol) as a solid. 1H NMR (400MHz, CDCI3) _ = 9.59 (d, 1H), 8.75 (d, 1H), 8.36 (s, 1H), 8.20 (dd, 1H), 6.94 (d, 1H), 5.30-5.18 (m, 1H), 3.24-3.11 (m, 2H), 2.85-2.71 (m, 2H). LCMS R, = 1.14 min using Method A, MS ESI calcd. for [M+H]+ 372.1, found 372.0.

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 637031-88-0, 3,3-Difluorocyclobutanol.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (364 pag.)WO2018/98499; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts