Month: September 2021

Electric Literature of 534-03-2, Adding some certain compound to certain chemical reactions, such as: 534-03-2, name is 2-Aminopropane-1,3-diol,molecular formula is C3H9NO2, 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 534-03-2.

General procedure: A stirred solution of 2-amino-1,3-propanediol (serinol) 4 (1 eq) and triethylamine (TEA) inMeOH (10 mL) was cooled at -20 C (carbon dioxide snow) and added dropwise a solutionof the corresponding acyl chloride (1.1 eq) in THF (5 mL). The reaction mixture was allowed towarm to room temperature and stirred overnight. Then it was poured into brine and extractedwith dichloromethane (3 10 mL). The combined organic phases were washed with brine, driedover MgSO4 and concentrated under reduced pressure. The residue was purified by flash columnchromatography on silica gel using as eluent EtOAc/MeOH (20:1 to 7:1) to provide the correspondingN-acyl serinol derivatives. 4.1.4. N-octanoyl Serinol (5)According to the general procedure serinol 4 (150 mg, 1.64 mmol) was treated with octyl chloride(1.81 mmol, 0.3 mL) and TEA (0.4 mL) to give 267 mg (75%) of 5 as an amorphous white solid. 1H NMR(400 MHz, DMSO-d6) 7.40 (d, J = 8.1 Hz, 1H, NHCO), 4.55 (t, J = 5.5 Hz, 2H, OH), 3.69 (m, 1H, CHNH),3.37 (t, J = 5.6 Hz, 4H, CH2OH), 2.06 (t, J = 7.4 Hz, 2H, CH2CO), 1.46 (m, 2H, CH2), 1.22 (m, 8H, CH2),0.86 (t, J = 6.8 Hz, 3H, CH3).

According to the analysis of related databases, 534-03-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jimenez, Aranza; Garcia, Pablo; De La Puente, Sofia; Madrona, Andres; Camarasa, Maria Jose; Perez-Perez, Maria-Jesus; Quintela, Jose-Carlos; Garcia-del Portillo, Francisco; San-Felix, Ana; Molecules; vol. 23; 7; (2018);,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 7541-49-3, name is 3,7,11,15-Tetramethylhexadec-2-en-1-ol, the common compound, a new synthetic route is introduced below. name: 3,7,11,15-Tetramethylhexadec-2-en-1-ol

Phytol (2.0 g, 6.7 mmol) was dissolved in ethanol, rhodium 5% on alumina was added and mixture was placed under H2 60 psi and shaken overnight. The reaction mixture was filtered and evaporated to give the desired compound as an oil (2.0 g, 100% yield).

The synthetic route of 7541-49-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHIMERIX, INC.; UNIVERSITY OF CALIFORNIA, SAN DIEGO; WO2007/130783; (2007); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 13330-96-6 ,Some common heterocyclic compound, 13330-96-6, molecular formula is C6H15NO, 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 8 (1.00 mmol) in iPrOH (30 mL) was addedB2Pin2 (1.01 g, 4.00 mmol) and KOtBu (0.028 g, 2.50 mmol). Thereaction was stirred at 110 C. After 12 h, the mixture was cooled toroom temperature and was concentrated in vacuo. Then themixture was diluted with water and extracted with ethyl acetate.The combined organic layer was washed by saturated sodiumchloride solution for three times, dried over anhydrous Na2SO4 andconcentrated under reduced pressure. The residue was purified bysilica gel chromatography to give 9.To a stirred solution of 9 (0.29 mmol) and triphosgene (0.086 g,0.33 mmol) in anhydrous dichloromethane (5 mL) at 0 C wasadded triethylamine (0.12 mL, 0.87 mmol) under nitrogen atmosphere.Then a solution of 4-(dimethylamino)butan-1-ol(0.87 mmol) in dichloromethane (5 mL) was added. The mixturewas stirred at room temperature overnight, diluted withdichloromethane (15 mL) and washed with water (3 20 mL). Theorganic phases were separated, combined, dried over anhydrousNa2SO4 and concentrated in vacuo. The residue was purified byusing column chromatography to afford the corresponding product10a-10e.

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. 13330-96-6, 4-(Dimethylamino)butan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lu, Dong; Liu, Jianan; Zhang, Yunzhe; Liu, Feifei; Zeng, Limin; Peng, Runze; Yang, Li; Ying, Huazhou; Tang, Wei; Chen, Wuhong; Zuo, Jianping; Tong, Xiankun; Liu, Tao; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 328 – 337;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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 37585-25-4, name is (2-Amino-5-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H8ClNO

General procedure: To an oven-dried 15 mL sealed tube were added 2-aminophenylmethanol 1 (0.425 mmol), benzonitrile 2(0.25 mmol), Ru cat. b (1.94 mg, 1 mol%), and KOtBu (14.02 mg, 0.5equiv) intamyl alcohol (1 mL) under an air atmosphere. The sealedtube was capped and heated at 130C for 2 h. The reaction mixturewas cooled down to room temperature and directly concentratedunder vacuum. The crude mixture was puried by preparative thin-layer-chromatography (petroleum ether/ethyl acetate 20/1) togive the desired product 3 or 4.

With the rapid development of chemical substances, we look forward to future research findings about 37585-25-4.

Reference:
Article; Wan, Xiao-Min; Liu, Zi-Lin; Liu, Wan-Qing; Cao, Xiao-Niu; Zhu, Xinju; Zhao, Xue-Mei; Song, Bing; Hao, Xin-Qi; Liu, Guoji; Tetrahedron; vol. 75; 18; (2019); p. 2697 – 2705;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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 149965-40-2, name is (5-Bromo-2-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 149965-40-2

(5-Bromo-2-chloro-benzyloxy)-tert-butyl-dimethyl-silane.TBDMS-Cl (10.6 g, 66.7 mmol) was added to a sol. of (5-bromo-2-chloro-phenyl)- methanol (12.8 g, 55.6 mmol) and imidazole (9.42 g, 138 mmol) in DMF (190 mL) at 0 0C. The mixture was stirred for 2 h at 0 0C, and aq. sat. NH4Cl was added. The mixture was extracted with heptane (2x). The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (heptane ? EtOAc/heptane 1 :49) yielded the title compound (18.0 g, 96%). LC-MS: tR = 1.22 min.

With the rapid development of chemical substances, we look forward to future research findings about 149965-40-2.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2007/88514; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 927-74-2, name is 3-Butyn-1-ol, the common compound, a new synthetic route is introduced below. Quality Control of 3-Butyn-1-ol

Preparation 39 Methyl [4-(4-Hydroxybut-1-ynyl)phenyl]acetate To a stirred solution of the product of Preparation 38 (4.5 g, 16.3 mmol) in diethylamine (100 mL) was added but-3-yn-1-ol (1.9 mL, 32.6 mmol), Pd(PPh3)2Cl2 (500 mg, 1.63 mmol) and CuI (154 mg, 0.815 mmol) and resulting mixture was stirred for 17 h at room temperature. The solvent was then removed under reduced pressure and the residue was dissolved in diethyl ether (200 mL) and this solution was filtered to remove salts. The solvent was then removed under reduced pressure and the crude product was purified by silica gel chromatography (60% EtOAc/Hexane) to afford the title intermediate (3.03 g, 91% yield).

The synthetic route of 927-74-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mammen, Mathai; Dunham, Sarah; US2005/113417; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 13330-96-6, 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. 13330-96-6, name is 4-(Dimethylamino)butan-1-ol, molecular formula is C6H15NO, 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 sodium hydride (72%, 232 mg, 7.0 mmol) and tetrahydrofuran (20 ml) was added 4-(dimethylamino)-1-butanol (0.82 g, 7.0 mmol) at 0C (external temperature), and the reaction mixture was stirred at 45C for 20 minutes. Then, the reaction mixture was cooled at 0C (external temperature). To the reaction mixture was added dropwise a mixture of tributyl-iodomethyl-tin (2.0 g, 4.6 mmol) and N,N-dimethylformamide (20ml) at the same temperature. Then, the reaction mixture was stirred at 45C for 30 minutes. The reaction mixture was brought to room temperature, water and ethyl acetate were added to the reaction mixture, and the organic layer was separated. The organic layer was washed with water and an aqueous saturated sodium chloride solution, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (heptane: ethyl acetate=20:1, NH silica gel) to obtain the title compound (1.4 g, 3.3 mmol, 70%). 1H-NMR Spectrum (CDCl3) delta (ppm) : 0.81-0.97 (15H, m), 1.26-1.35(6H, m), 1.47-1.55(10H, m), 2.21(6H, s), 2.24-2.28(2H, m), 3.30-3.33(2H, m), 3.71(2H, t, J=6.8Hz).

According to the analysis of related databases, 13330-96-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP1867650; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 2568-33-4, 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.2568-33-4, name is 3-Methylbutane-1,3-diol, molecular formula is C5H12O2, molecular weight is 104.1476, as common compound, the synthetic route is as follows.

Under argon 3-methylbutane-1 ,3-diol (650 muIota_) is added at 0C to a suspension of NaH (ca. 60% in mineral oil; 400 mg). The mixture is stirred for 1 hour and then treated with 5-bromo-2-chloro-4,6-dimethylpyrimidine (1 .2 g). After stirring for 2 hours at room temperature the mixture is diluted with ethyl acetate and washed with ice- water and brine. After drying (MgSO4) the solvents are evaporated and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 70:39?50:50) to give the title compound. Yield: 1 .1 g; LC (method 3): tR = 0.79 min; Mass spectrum (EST): m/z = 289 [M+H]+.

Statistics shows that 2568-33-4 is playing an increasingly important role. we look forward to future research findings about 3-Methylbutane-1,3-diol.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; WO2013/144098; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 27489-62-9, trans-4-Aminocyclohexanol, 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: 27489-62-9, blongs to alcohols-buliding-blocks compound. Recommanded Product: 27489-62-9

Step -I: trans-4-(Dibenzylamino)cyclohexanol (intermediate B8-1) [00288] Benzyl bromide (11.36 mL, 96 mmol) was subsequently added dropwise to a stirring solution of trans -4-aminocyclohexanol (5 g, 43.4 mmol) and potassium carbonate (21g, 152 mmol) in acetonitrile (100 mL). The reaction mixture was stirred at 90 C for 16 h, cooled to ambient temperature, filtered through a Celite pad, and washed with ethyl acetate. The filtrate was concentrated in vacuo. The residue was purified using CombiFlash (40.0 g silica gel column; 2% methanol in DCM), to obtain the title product (6 g, 20.31 mmol, 46.8% yield), as an off-white solid. lU NMR (400 MHz, chloroform-d) delta 7.34 – 7.38 (m, 4H), 7.26 – 7.31 (m, 4H), 7.15 – 7.24 (m, 2H), 3.61 (s, 5H), 2.52 (s, 1.96 – 2.06 (m, 2H), 1.88 (br. s., 2H), 1.43 (d, J= 15.31 Hz, 2H), 1.21 (br. s., 2H); MS(ES): m/z 296.2 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,27489-62-9, trans-4-Aminocyclohexanol, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WASHBURN, William N.; MURUGAIAH SUBBAIAH, Murugaiah Andappan; AHMAD, Saleem; WO2014/39412; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 623-50-7, name is Ethyl 2-hydroxyacetate, molecular formula is C4H8O3, 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. SDS of cas: 623-50-7

A solution of ethyl glycolate (500 mg, 4.8 mmol) and tosyl chloride (915 mg, 4.8 mmol) in anhydrous diethyl ether (2 ml) at 0 0C was treated dropwise with triethylamine (1.34 ml, 9.6 mmol). The temperature was maintained at 0 0C with stirring for a further 2 h. After this time, water was added and the phases separated. The aqueous phase was extracted with fresh diethyl ether. The combined organic extracts were dried (MgSO4), filtered and the solvent removed in vacuo. The crude product was purified by column chromatography over silica gel (Rf=0.29, 25% ethyl acetate in hexane) affording the tosylate 2 as a colorless oil which solidified on standing as a white solid (868 mg, 70%). [This procedure was repeated on 2 x scale (1.8 g, 73%)]. deltaH (400 MHz, CDCl3) 1.22-1.27 (3H, m, CH3), 2.46 (3H, s, ArCH3), 4.16-4.22 (2H, m, CH2CH3), 4.58-4.59 (2H, m, OCH2), 7.36 (2H, d, J=8.2 Hz, ArH), 7.84 (2H, d, J=8.2 Hz, ArH); deltac (100.6 MHz, CDCl3) 14.2, 21.9, 62.1, 64.9, 128.3,130.1, 132.9, 145.5, 166.2; MS (ES+) 276.0 (100%, [M+H20]+) (ion not detected in ES’).

With the rapid development of chemical substances, we look forward to future research findings about 623-50-7.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE; UNIVERSITY OF SOUTH FLORIDA; UNIVERSITY OF CENTRAL FLORIDA; WO2007/136858; (2007); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts