Tag: M.W=200-300

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. 329218-12-4, name is 3-Bromo-4-chlorobenzyl Alcohol, molecular formula is C7H6BrClO, 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. name: 3-Bromo-4-chlorobenzyl Alcohol

B. Methanesulfonic acid 3-bromo-4-chloro-benzyl esterO I I?^ l l OO I To a mixture of 3-bromo-4-chloro-phenyl)-methanol (6.0 g, 27.1 mmol) in THF (50 mL ) under nitrogen at Oo C is added triethyl amine (3.6 g, 35.3 mmol) followed by methanesulfonyl chloride (4.0 g, 35.3 mmol). After stirring at ambient temperature for 1 h the reaction is poured into a mixture of NaHCO3/H2O/ice and extracted with EtOAc. The organic layer is washed with saturated aqueous NaCI, dried over MgSO4, filtered and concentrated in vacuo to provide the desired product (8.0 g, 99%) as a white solid.1 H NMR (300 MHz, CDCI3) delta 7.49 (m, 1 H), 7.49 (m, 1 H), 7.28 (m, 1 H), 5.17 (s, 2H), 3.00 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 329218-12-4.

Reference:
Patent; SANOFI; CHOI-SLEDESKI, Yong Mi; LIANG, Guyan; NIEDUZAK, Thaddeus R.; POLI, Gregory B.; SHUM, Patrick Wai-Kwok; STOKLOSA, Gregory T.; ZHAO, Zhicheng; WO2011/79102; (2011); A1;,
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Synthetic Route of 75476-86-7, 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 75476-86-7 as follows.

(a) A solution of 6-bromo-indan-1 -ol (1 mmol) and NEt3 (4 mmol) in dry THF (5 ml_) was stirred at -15 5C under argon. A solution of methanesulfonyl chloride (2 mmol) in dry THF (1 ml_) was cooled to -78 5C and then slowly added to the alcohol solution maintaining the temperature below 0 5C. The reaction mixture was stirred for 2h at -15 5C and then purged with dimethylamine gas (12 mmol). The reaction mixture was allowed to warm to room temperature and stirred overnight. Then, it was filtered to remove salts and solvent was evaporated. Crude was dissolved in CH2CI2 and extracted with HCI 1 M (3x). The aqueous phase was basified withNaOH 6M to pH 8-9 and extracted with CH2CI2. The combined organic extracts were dried over MgS04 and concentrated to dryness. The crude was used in next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75476-86-7, its application will become more common.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; GARCIA-LOPEZ, Monica; TORRENS-JOVER, Antoni; ALONSO-XALMA, Monica; WO2011/42343; (2011); A1;,
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Related Products of 150192-39-5, 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. 150192-39-5, name is (2-Bromo-5-methoxyphenyl)methanol, molecular formula is C8H9BrO2, 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.

Example 2; 2- [(2-Bromo-5-methoxybenzyl) oxy]-7-methoxynaphthalene [0045]; To a solution of 7-methoxy-2-naphthol (26.92 g, 0.15 moles), 2-bromo- 5-methoxybenzyl alcohol (33.58 g, 0.15 moles), and triphenylphosphine (39.3 g, 0.15 moles) in anhydrous THF (500 mls) was added a solution of DEAD (26.10 g, 0.15 moles) in THE (100 mL) dropwise over 0.5 hr. The solution was stirred at room temperature overnight and, upon evaporation of half the volume, the product precipitated in good purity. The solid was filtered and rinsed with THF, then dried to yield 32.96 g (59%) of a white solid: mp 156-157 C ; 1H NMR (DMSO-d6): 6 3.77 (3H, s), 3.86 (3H, s), 5.18 (2H, s), 6.92 (1H, dd, J=3. 2 Hz, J=8. 7 Hz), 7.00 (1H, dd, J=2. 4 Hz, J=8. 7 Hz), 7.09 (1H, dd, J=2. 4 Hz, J=8. 9 Hz), 7.22 (1H, d, J=3. 2 Hz), 7.25 (1H, d, J=2. 4 Hz), 7.35 (1H, d, J=2. 4 Hz), 7.59 (1H, d, J=8. 7 Hz), 7.74 (1H, d, J=8. 7 Hz), 7.76 (1H, d, J=8. 7 Hz); MS mlz 373/375 ( [M+H] +). Anal. for ClsHl7BrO3 : Calc’d: C: 61.14 ; H: 4.59 Found: C: 61.29 ; H: 4.21

According to the analysis of related databases, 150192-39-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WYETH; WO2005/82880; (2005); A1;,
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Application of 1227159-85-4, 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. 1227159-85-4, name is (1-(4-Bromophenyl)cyclobutyl)methanol, molecular formula is C11H13BrO, 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.

A mixture of 6-chloro-5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-1H-indole (260 mg, 1.00 mmol) and N,N-dimethylformiminium chloride (250 mg, 2.00 mmol) in dry dioxane (5 mL) and DMF (1 mL) was sealed in a reaction vessel and stirred at room temperature for 10 minutes to give a white slurry. To the slurry was added 2M aqueous potassium carbonate (2.5 mL, 5.0 mmol), [1-(4-bromophenyl)cyclobutyl]methanol (240 mg, 1.00 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (50 mg). The reaction mixture was degassed with nitrogen and heated to 90 C. for 30 minutes. The reaction was quenched with water (20 mL) and extracted with EtOAc (3*20 mL). The combined organic phases were dried and concentrated in vacuo to give 6-chloro-5-{4-[1-(hydroxymethyl)cyclobutyl]phenyl}-1H-indole-3-carbaldehyde (180 mg, 68% yield), which was used into next step without further purification.

According to the analysis of related databases, 1227159-85-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; Bhattacharya, Samit; Cameron, Kimberly; Dowling, Matthew; Fernando, Dilinie; Ebner, David; Filipski, Kevin; Kung, Daniel; Lee, Esther; Smith, Aaron; Tu, Meihua; US2013/267493; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 32328-03-3, Diethyl 3-hydroxyglutarate, 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, Application In Synthesis of Diethyl 3-hydroxyglutarate, blongs to alcohols-buliding-blocks compound. Application In Synthesis of Diethyl 3-hydroxyglutarate

General Preparation of 3-hvdroxy protected glutaric acid. A four-neck round bottom flask fitted with a mechanical stirrer, condenser and charging tube, was charged with methylene dichloride (675 ml) followed by charging of imidazole (187.2 g), t-butyldimethylsilyl chloride (248.3 g) under nitrogen atmosphere. Reaction mass was maintained for 1-2 hours at 20-300C followed by addition of a solution of 3-hydroxy diethyl glutarate in methylene chloride (225 g). The mass was maintained for 4-6 hours followed by water and brine washing of the reaction mass. Methylene dichloride under vacuum at 30- 350C was distilled out and residue was charged into a solution of 30-40% aq. methyl alcohol (1850 ml), sodium hydroxide (96.8 g) at 25-350C and mixed for 20-30 hours. Solvent is distilled out under vacuum at 40-450C, mass was further diluted with water and 1-12N hydrochloric acid was added to bring pH to 2.5-4 and the product was extracted with t-butyl methyl ether and concentrated to give 71 % of 3-hydroxy protected glutaric acid.

The synthetic route of 32328-03-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2008/130638; (2008); A2;,
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Adding a certain compound to certain chemical reactions, such as: 3344-77-2, 12-Bromododecan-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: C12H25BrO, blongs to alcohols-buliding-blocks compound. COA of Formula: C12H25BrO

vi) Cholesteryl 12-hydroxydodecylcarbamate from cholesteryl chloroformate and 12-aminododecan-1-ol. 12-Aminododecanl-1-ol is prepared from 12-bromododecan-1-ol and sodium azide in refluxing 95% ethanol, followed by catalytic hydrogenation (10% Pd/C catalyst, 30 psi hydrogen) in methanol.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3344-77-2, 12-Bromododecan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Dharmacon, Inc.; US2008/85869; (2008); A1;,
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Synthetic Route of 61439-59-6, Adding some certain compound to certain chemical reactions, such as: 61439-59-6, name is 2-(4-(Benzyloxy)phenyl)ethanol,molecular formula is C15H16O2, 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 61439-59-6.

(a) A solution of 3.51 g of methanesulfonyl chloride in 5 ml of diethyl ether was added dropwise over a period of 0.5 hour to a stirred solution of 7.0 g of 4-benzyloxyphenethyl alcohol in 20 ml of pyridine at 0° C. Stirring was continued for 2 hours while the mixture was allowed to warm to room temperature: The mixture was then partitioned between 150 ml of 2 N hydrochloric acid and dichloromethane. The organic phase was separated, washed with water, dried over sodium sulfate, filtered, and evaporated. Trituration of the residue with n-hexane brought about crystallization. The crystals were removed by filtration and dried, whereby 8.9 g (95percent) of 1-benzyloxy-4-(2-methanesulfonyloxyethyl)benzene having a melting point of 60°-64° C. were obtained.

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. 61439-59-6, 2-(4-(Benzyloxy)phenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffmann-La Roche Inc.; US4387100; (1983); A;,
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Synthetic Route of 4654-39-1 ,Some common heterocyclic compound, 4654-39-1, molecular formula is C8H9BrO, 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.

Dissolve 31.6 g of iodine, 33.9 g of triphenylphosphine and 22.4 mg of imidazole in anhydrous dichloromethane (100 mL), After cooling in an ice bath for 30 minutes, 20.0 g of p-bromobenzyl alcohol was dissolved in anhydrous dichloromethane (50 mL) and quickly added dropwise to the reaction bottle.Remove the ice bath and react at room temperature for about 6 hours.Distill off the methylene chloride, add a water-methanol mixture solution (400mL, water: methanol volume ratio of 1:3), transfer to a separatory funnel, add n-heptane extraction (200mL×3), shake vigorously until the whole system is free The color is transparent and the organic layers are combined.It was dried over anhydrous sodium sulfate, and the organic solvent was distilled off to obtain a colorless transparent solid, that is, compound 11. The product was stored in the dark and the yield was 93.2%.

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. 4654-39-1, 2-(4-Bromophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Shi Zeyu; Chen Si; Xiao Qiong; Zhang Xiang; Tian Yulin; Yin Dali; (11 pag.)CN111087358; (2020); A;,
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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.80379-31-3, name is Ethyl 3-hydroxy-2H-chromene-4-carboxylate, molecular formula is C12H12O4, molecular weight is 220.22, as common compound, the synthetic route is as follows.Safety of Ethyl 3-hydroxy-2H-chromene-4-carboxylate

The sodium metal (10 mg, 0.4 mmol) was added to absolute EtOH (400 muL) at room temperature and stirred for 30 min until the solid was dissolved. Guanidine hydrochloride (28.5 mg, 0.3 mmol) and 2a (44 mg, 0.2 mmol) were added to the solution and raise the temperature to 80 C with stirring overnight. Saturated aqueous NH4Cl solution (1 mL) was added to neutralize the reaction. The resulting mixture was extracted with EtOAc (10 mL×2), washed with brine, dried over Na2SO4, and concentrated. The residue was purified on silica gel (CH2Cl2/MeOH, 30:1) to get the product as a colorless solid (37 mg, 86%). 1H NMR (400 MHz, DMSO-d6): delta 11.80 (s, 1H), 8.38 (dd, J=1.6, 7.6 Hz, 1H), 7.05-7.02 (m, 1H), 6.94-6.90 (m, 1H), 6.84-6.82 (m, 2H), 4.75 (s, 2H), 3.17 (d, J=5.6 Hz, 1H); 13C NMR (100 MHz, DMSO-d6): delta 159.47, 158.96, 155.29, 151.39, 126.31, 124.72, 121.48, 120.70, 115.55, 101.70, 67.92 ppm; HRMS (ESI): m/z [M+H]+ calcd for C11H10N3O2 216.0773, found 216.0767.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,80379-31-3, Ethyl 3-hydroxy-2H-chromene-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Xiaolin; Lei, Mei; Zhang, Yi-Nan; Hu, Li-Hong; Tetrahedron; vol. 70; 21; (2014); p. 3400 – 3406;,
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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. 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol. A new synthetic method of this compound is introduced below., SDS of cas: 24034-73-9

[0287] 2E, 6E, 10E-Geranylgeranyl acetate (2a) (R= Methyl): A dry reaction flask equipped with a stir bar and N2 inlet was charged with Geranylgeranyl alcohol 1 (0.087 g, 0.3 mmol), triethyl amine (0.062 m L, 0.45 mmol) and dichloromethane, DCM (1 mL) and cooled to 0 C. To it was added acetyl chloride (1M solution in DCM, 0.42 mL, 0.042 mmol) drop-wise and the resulting reaction was stirred at room temperature for overnight, ~24h. The reaction was quenched with aqueous IMaHC03 solution, extracted with DCM (3 x 20 mL), the DCM extract was washed with water (20 mL), dried over anhydrous Na2S04 and solvent was evaporated u nder a reduced pressure. The resulting oily residue was purified by a silica gel colum n chromatography using n-hexa nes to 1-2% EtOAC in n-hexanes to afford a colorless liq u id of ester 2a. Yield : 0.059 mg (60%); TLC Rf: 0.58 (10% EtOAc/n-Hexanes); LCMS: MS ( m/z): 333.4 (M+H); Ret. Time: 14.13 minutes.

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, 24034-73-9, (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; ARGADE, Ankush B.; DATWANI, Akash; SPENCER, Natalie; PAN, Yonghua; ERMINI, Florian; WO2013/130654; (2013); A1;,
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