Tag: M.W=200-300

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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol, the common compound, a new synthetic route is introduced below. name: 1-(2,6-Dichloro-3-fluorophenyl)ethanol

Dissolve triphenylphosphine (17.50g, 66.73mmol) in THF,Argon protection, injection under ice bathDEAD (10.57mL, 66.73mmol),Add 1-(2,6-dichloro-3-fluorophenyl)ethanol (9.30g, 44.49mmol)And m-bromophenol (5.19mL, 48.94mmol) in THF,Move to room temperature and react overnight. TLC monitors the reaction is complete,The solvent was distilled off under reduced pressure,Separation and purification by silica gel column chromatography (petroleum ether / dichloromethane =200: 1, v / v) to obtain a transparent oil (8.51g, yield 52.84%).

The synthetic route of 756520-66-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Chinese Academy Of Sciences Shanghai Life Sciences Institute; Liu Hong; Yang Chenghua; Li Chunpo; Sun Chenxia; Liang Xuewu; Gao Yang; Shi Yuqiang; Zhao Sen; Jiang Hualiang; Chen Kaixian; (34 pag.)CN110950807; (2020); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 20605-01-0 ,Some common heterocyclic compound, 20605-01-0, molecular formula is C9H16O6, 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.

EXAMPLE 1 (comparative example) Diethyl 1,5-dioxaspiro[5.5]undecane-3,3-dicarboxylate A stirred mixture of 165.0 g of diethyl bis(hydroxymethyl)malonate (98%, 0.75 mol), 75.3 g of cyclohexanone and 500 g of cyclohexane as a solvent and entrainer was admixed with 1.0 g of sulfuric acid. The mixture was then heated to reflux temperature (70-80 C.), the reaction water formed being continuously removed over a period of 5 hours. After the reaction was complete, the reaction mixture was cooled to room temperature and introduced into dilute, excess aqueous sodium hydrogen carbonate solution. The aqueous phase was re-extracted with methyl t-butyl ether, and the combined organic phases were washed once with water. After drying over sodium sulfate the solvents were distilled off on a rotary evaporator, and the product was isolated by distillation in an oil pump vacuum. This gave 168.4 g of target product (75% of the theoretical yield, based on the diethyl bis(hydroxymethyl)malonate used) with a boiling point of 140 C./0.2 mm. The purity, determined by gas chromatography, was 97 to 98 FID percent by area.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20605-01-0, its application will become more common.

Reference:
Patent; Huels Aktiengesellschaft; US5932747; (1999); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 575-03-1, 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. 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin, molecular formula is C10H5F3O3, 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.

Commercially available 7-hydroxy-4-trifluoromethyl coumarin (0.069g, 0.30mmol) was dissolved in dry DMF (2.0mL) and then 60percent NaH in mineral oil (0.012g, 0.30mmol) was added while cooling at 0°C. The mixture was slowly warmed at room temperature, then 3-chlorobenzyl bromide (0.040mL, 0.30mmol) was added dropwise via syringe after 1h and stirring was continued for 24h at room temperature. After addition of crushed ice, the suspension was treated with 2.0N aq. solution of NaOH (5mL). The mixture was stirred for 1h and the resulting precipitate was filtered and washed with water, yielding compound 24. White crystals; yield: 84percent, mp: 118.8?120.3°C (ethanol). 1H NMR (300MHz, DMSO-d6) delta: 5.27 (s, 2H), 6.85 (s, 1H), 7.13 (dd, J1=2.4Hz, J2=8.9Hz, 1H), 7.23 (d, J=2.4Hz, 1H), 7.40?7.45 (m, 3H), 7.54 (s, 1H), 7.61?7.64 (m, 1H). Anal. (C17H10ClF3O3) C, H.

According to the analysis of related databases, 575-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Pisani, Leonardo; Catto, Marco; Nicolotti, Orazio; Grossi, Giancarlo; Di Braccio, Mario; Soto-Otero, Ramon; Mendez-Alvarez, Estefania; Stefanachi, Angela; Gadaleta, Domenico; Carotti, Angelo; European Journal of Medicinal Chemistry; vol. 70; (2013); p. 723 – 739;,
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. 55362-80-6, name is 9-Bromononan-1-ol, molecular formula is C9H19BrO, 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. Recommanded Product: 55362-80-6

A mixture of 9-bromo-1-nonanol (1.1 kg) N, N-dimethylformamide (2.86 L), Imidazole (363 g) Was added to 10 L of the reaction flask, To the ice bath was added dimethyl tert-butylchlorosilane (772 g) Temperature below 20 C, reaction for 1 hour, Add water (5 L), Toluene (1 L), Stir, Dispensing, The aqueous phase was extracted with toluene (1 L) Mixed organic phase, The organic phase was washed with water (1 L) Dried over anhydrous sodium sulfate, At 80 C, Get 1.56 kg product, Directly for the next step reaction

With the rapid development of chemical substances, we look forward to future research findings about 55362-80-6.

Reference:
Patent; Tianjin Pharmaceutical Innovation Co., Ltd.; LIU, WENJUAN; MO, LAN; (14 pag.)CN103965280; (2016); B;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 5333-42-6 , The common heterocyclic compound, 5333-42-6, name is 2-octyldodecan-1-ol, molecular formula is C20H42O, 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.

2-Octyl-l-dodecanol (20 ml, 56.14 mmol) and anhydrous triethylamine (16 ml, 112.28 mmol) were dissolved in dry dichloromethane (60 ml). The solution was cooled to 0 0C and methanesulfonyl chloride (5.2 ml, 67.36 mmol) in dry dichloromethane (40 ml) added dropwise. After completion of the addition, the mixture was stirred at 0 0C for 3 hours and then refrigerated (2-8 C) overnight. The reaction mixture was poured on ice (500 grams), allowed to warm to room temperature, and extracted with ether (3 x 150 ml). . The organic phase was washed consecutively with water (150 ml), 2 % H2SO4 (150 ml), water (150 ml), saturated sodium bicarbonate (150 ml) and again with water (150 ml). The organic phase was dried over 176 anhydrous Na2SO4 and the solvent was removed under reduced pressure, yielding 22.8 grams of methanesulfonic acid 2-octyl-dodecyl ester as a yellow oil.

The synthetic route of 5333-42-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VASCULAR BIOGENICS LTD.; KOVALEVSKI-ISHAI, Eti; ZINIUK, Zeev; HALPERIN, Gideon; MENDEL, Itzhak; FEIGE, Erez; YACOV, Niva; BREITBART, Eyal; WO2010/52718; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 149104-89-2, 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. 149104-89-2, name is (4-Bromo-3-methylphenyl)methanol, molecular formula is C8H9BrO, 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.

4-Bromo-3-methylbenzyl methanesulfonate (3)[0302] A solution of compound 2 (2.0 g, 9.95 mmol), Et3N (6.94 mL, 49.7 mmol), and CH2Cl2 (100 mL) was cooled to 0° C. and treated with methanesulfonyl chloride (1.54 mL, 19.9 mmol). The solution was stirred at room temperature for 3 hours. The volatiles were removed under reduced pressure and the resultant crude product was used without further purification.

According to the analysis of related databases, 149104-89-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHANG, Christopher J.; VAN DE BITTNER, Genevieve V.; HIRAYAMA, Tasuku; CHAN, Jefferson; US2014/51863; (2014); A1;,
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. 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., Safety of (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol

To a solution of polymer bound triphenylphosphine (68 mg, 0.20 mmol, 3.0 mmol/g substitution) and carbon tetrabromide (68 mg, 0.20 mmol) in dry CH2Cl2 was added geranylgeraniol (56 muL, 0.17 mmol), and the reaction was stirred for 2 h. The polymeric reagent was removed by filtration and the solvents removed in vacuo. This crude product is stable overnight in the freezer, but was generally used directly in the Zn2+ catalyzed geranylgeranylation reactions after purification on a C18 SepPak column. The SepPak purification removes an unknown impurity that greatly increases the amount of undesirable disulfide peptide dimer formed instead of the desired geranylgeranylation of cysteine.

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:
Article; Ochocki, Joshua D.; Mullen, Daniel G.; Wattenberg, Elizabeth V.; Distefano, Mark D.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 17; (2011); p. 4998 – 5001;,
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. 83647-43-2, name is (3-Bromo-2-methylphenyl)methanol, the common compound, a new synthetic route is introduced below. Product Details of 83647-43-2

Step B: 5-bromo-4-methyl-2-benzofuran-l(3H)-one: To a flask charged with (3-bromo-2- methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M TFA solution of Thallium Trifluoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at RT overnight. The solvent was removed under vacuum, and the residue was pumped under high vacuum for 30 min to ensure complete removal of TFA. To the residue was then added Palladium(II) Chloride (529 mg, 2.98 mmol), Lithium Chloride (2.53 g, 59.7 mmol), Magnesium Oxide (2.41 g, 59.7 mmol), and MeOH (150 mL). The reaction was flushed with CO twice, and kept under CO at room temperature. After two hours, to this solution was added ethyl acetate to precipitate the salts. The black solution was filtered through a CELITE pad, washed with EtOAc, adsorbed onto silica and purified by silica gel chromatography to afford title compound.

The synthetic route of 83647-43-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DONG, Shuzhi; PASTERNAK, Alexander; GU, Xin; FU, Qinghong; JIANG, Jinlong; DING, Fa-Xiang; TANG, Haifeng; DEJESUS, Reynalda, K.; SUZUKI, Takao; WO2015/100147; (2015); 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. 2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, 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. Safety of 2-(4-Bromophenyl)propan-2-ol

Step 1: 5-Amino-1-(2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-4-carbonitrile from step 1, example 15 (500 mg, 2.1 mmol), 2-(4-bromophenyl)propan-2-ol (519 mg, 2.41 mmol), and cesium carbonate (1.03 g, 3.15 mmol) were taken up anhydrous toluene (14 ml). The mixture was degassed with argon and bis(tri-tert-butylphosphine)palladium (107 mg, 0.21 mmol) was added. The mixture was again degassed with argon and then stirred under argon at 120 C. for 4.5 hours. Additional 2-(4-bromophenyl)propan-2-ol (50 mg) was added and the mixture heated for 2 more hours. The material was cooled to ambient and stirred overnight. The crude was filtered through a plug of celite, rinsing well with ethyl acetate (60 ml). The organic layer was shaken with water (60 ml) in a separatory funnel and collected. The aqueous phase was back extracted with ethyl acetate (2×40 ml). The combined organic phase was dried with magnesium sulfate, filtered and stripped. The remainder was purified through Analogix flash column chromatography using ethyl acetate in hexanes (10% to 45% gradient, 23 g silica gel) to provide 5-(4-(2-hydroxypropan-2-yl)phenylamino)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-4-carbonitrile as a red-brown viscous oil (482 mg, 62% yield). LC/MS calc’d for C19H28N4O2Si (m/e) 372.55, obs’d 371 (M-H, ES-).

With the rapid development of chemical substances, we look forward to future research findings about 2077-19-2.

Reference:
Patent; Billedeau, Roland Joseph; Kondru, Rama K.; Lopez-Tapia, Francisco Javier; Lou, Yan; Owens, Timothy D.; Qian, Yimin; So, Sung-Sau; Thakkar, Kshitij C.; Wanner, Jutta; US2012/295885; (2012); A1;,
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 162744-59-4, name is (4-Bromo-2,6-difluorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. name: (4-Bromo-2,6-difluorophenyl)methanol

To a mixture of 4-bromo-2,6-difluorobenzyl alcohol (1.00 g, 4.48 mmol) in DCM (20 mL) is added Dess-Martin periodinane (2.12 g, 5.00 mmol). This mixture is stirred 2 h at RT. The mixture is then partitioned between EtOAc and sat. aq. NaHC03. The organic phase is washed with brine, dried over MgS04, filtered and concentrated. The crude product is purified by flash chromatography to afford aldehyde 14a1.

With the rapid development of chemical substances, we look forward to future research findings about 162744-59-4.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; STAMMERS, Timothy; BARBEAU, Xavier; BEAULIEU, Pierre; BERTRAND-LAPERLE, Megan; BROCHU, Christian; EDWARDS, Paul, J.; FORGIONE, Pasquale; GODBOUT, Cedrickx; HUCKE, Oliver; JOLY, Marc-Andre; LANDRY, Serge; LEPAGE, Olivier; NAUD, Julie; PESANT, Marc; POIRIER, Martin; POIRIER, Maude; THAVONEKHAM, Bounkham; WO2011/32277; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts