Category: alcohols-buliding-blocks

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. 55414-72-7, name is (2-Amino-5-methoxyphenyl)methanol, the common compound, a new synthetic route is introduced below. Formula: C8H11NO2

Compound 4 (216 mg, 1.41 mmol) and MnO2 (900 mg,10.4 mmol) were dissolved in dry THF (20 mL). The reaction mixture was stirred under nitrogen atmosphere at room temperature for 4 h. After that time another portion of MnO2 (900 mg,10.35 mmol) was added, followed by a third portion of MnO2 (900 mg, 10.35 mmol) after the same time interval. The reaction mixture was stirred under N2 atmosphere at room temperature for a total of 24 h. The mixture was filtered through a layer of celiteand washed with small amount of THF. The filtrate was evaporated under reduced pressure to produce the title compound as a brown oil (225 mg, 99%); 1H NMR (400 MHz, CDCl3) d 9.85 (d, J = 0.3 Hz,CHO), 7.01 (dd, J = 8.8, 2.9 Hz, ArH4), 6.96 (d, J = 2.9 Hz, ArH6),6.63 (d, J = 8.8 Hz, ArH3), 5.83 (s, 2H, NH2), 3.79 (s, 3H, OCH3),13C{1H} NMR (101 MHz, CDCl3) d 193.7, 150.9, 144.9, 124.8,118.6, 117.9, 116.9, 56.0. This compound is unstable at room temperature and must be kept in a vial filled with nitrogen gas at 20C; for this reason it was not fully characterised.

The synthetic route of 55414-72-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lizarme, Yuvixza; Wangsahardja, Jonatan; Marcolin, Gabriella M.; Morris, Jonathan C.; Jones, Nicole M.; Hunter, Luke; Bioorganic and Medicinal Chemistry; vol. 24; 7; (2016); p. 1480 – 1487;,
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Synthetic Route of 3068-00-6 , The common heterocyclic compound, 3068-00-6, name is 1,2,4-Butanetriol, molecular formula is C4H10O3, 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.

A 100 mL RBF was charged with dilinolenyl ketone (Compound 55) (4.2 g, 8.2 mmol), 1,2,4-butanetriol (3.4 g, 32 mmol), PPTS (200 mg, 0.8 mmol) and a stir bar. The flask was flushed with nitrogen and anhydrous toluene (60 mL) added. The reaction vessel was fitted with a Dean Stark tube and condenser and brought to reflux and the reaction was left overnight. After cooling to room temperature, the reaction mixture diluted with toluene (50 mL), and washed with 5% aq. Na2CO3 (2 x 50 mL), water (50 mL), dried (MgSO4) and purified by chromatography to yield 3.0 g (4.9 mmol, 59%) of the ketal.

The synthetic route of 3068-00-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROTIVA BIOTHERAPEUTICS, INC.; HEYES, James; PALMER, Lorne; MASLOWSKI, Magdalena; MACLACHLAN, Ian; WO2011/106; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 14320-38-8, Cyclopent-3-enol, 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 Cyclopent-3-enol, blongs to alcohols-buliding-blocks compound. Safety of Cyclopent-3-enol

Step A(3-cyclopenten-1-yloxy)(1 , 1-dimethylethyl)dimethylsilane[00177] A solution of 3-cyclopenten-l-ol (2.0 g, 23.78 mmol) in DMF (79 ml) was cooled to 0 C and treated by the addition of imidazole (3.56 g, 52,3 mmol) followed by the addition of TBDMSC1 (4.30 g, 28.5 mmol). The reaction mixture was stirred at room temperature overnight, diluted with EtOAc and washed with 5% LiCl (3 ), brine, dried (Na2S04), Filtered, andconcentrated. The crude residue was purified by silica gel chromatography (0-10%EtOAc/Hexanes) to give the title product (5.19 g, 100%).

The synthetic route of 14320-38-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; BANKA, Anna; CATALANO, John, G.; CHONG, Pek, Yoke; FANG, Jing; GARRIDO, Dulce, Maria; MAYNARD, Andy; MILLER, John; PATTERSON, Dan; PEAT, Andrew, James; POWERS, Jeremiah; PRICE, Daniel, J.; ROBERTS, Chris; TAI, Vincent; YOUNGMAN, Michael; WO2011/50284; (2011); A1;,
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Related Products of 7397-62-8 ,Some common heterocyclic compound, 7397-62-8, molecular formula is C6H12O3, 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.

59.23 g of 99.5% magnesium ethoxide was added to the obtained n-butyl glycolate, and the alcohol formed by the reaction was simultaneously removed at 60 C. After the reaction, 154.42 g of 99% o-dichlorobenzene was added thereto, and the condensation reaction was carried out at 90 C. After the reaction, the unreacted o-dichlorobenzene was decompressed under reduced pressure, and the condensation liquid was cooled to 35 C for filtration. The filter cake was dried under reduced pressure, and the dried fraction was collected and combined with the filtrate to obtain n-butyl o-chlorophenoxyacetate (243.96 g). The content is 98.4%, and the yield is 98.9%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7397-62-8, its application will become more common.

Reference:
Patent; Shandong Runbo Biological Technology Co., Ltd.; Sun Guoqing; Chi Zhilong; Hou Yongsheng; Zhang Liguo; Hu Yishan; (8 pag.)CN108947816; (2018); A;,
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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. 2568-33-4, name is 3-Methylbutane-1,3-diol. A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Methylbutane-1,3-diol

Example 19; Synthesis of Chain Transfer Agent; CTA-14.; 17 g (40 mmol) of 3-methyl-1,3-butanediol and 20.0 mL of tetrahydrofuran (THF) were weighed and placed in a 500 mL round bottom flask. The temperature of the system was adjusted to 25 C. and the mixture was stirred. After adding 18.98 g (240 mmol) of pyridine, 36.6 g (240 mmol) of S-acetyl mercaptoacetic acid chloride were added thereto dropwise over 30 minutes. After the addition, the mixture was aged at 25 C. for 5 hours. Subsequently, 20 mL of toluene and 20 mL of pure water were added thereto followed by stirring and the oil phase was concentrated. 35.0 g of the concentrate was weighed and placed in a 500 mL round bottom flask and 100 mL of methanol was added thereto. 200 mL of a saturated sodium bicarbonate solution was then added thereto dropwise over 30 minutes with cooling on an ice bath. Four hours after completion of the addition, 50 mL of pure water and 100 mL of ethyl acetate were added thereto and the mixture was stirred. The oil phase of the reaction solution was concentrated. The concentrate was recrystallized using hexane to give 5.04 g of CTA-1 shown below (yield 50%).

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, 2568-33-4, 3-Methylbutane-1,3-diol.

Reference:
Patent; Mitsubishi Rayon Co., Ltd.; US2009/198065; (2009); A1;,
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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. 14722-40-8, name is Pentadecane-1,15-diol, the common compound, a new synthetic route is introduced below. Application In Synthesis of Pentadecane-1,15-diol

General procedure: Under an atmosphere of N2, a 97% H3PO4 solution (8.7 equiv) was prepared by adding P2O5 (300 mg, 2.10 mmol, 1.4 equiv) to 85% H3PO4 (0.6 mL, 0.85 g H3PO4, 8.67 mmol, 5.8 equiv). To this solution was added KI (1.44 g, 8.70 mmol) and then 1,15-pentadecanediol (367 mg, 1.50 mmol, 1 equiv). The reaction mixture was stirred at ?115 C for 4 h, cooled to rt, diluted with Et2O (20 mL), and water (20 mL) was added. The organic layer was separated, and the aqueous phase extracted with an additional 50 mL of Et2O. The combined organic extracts were washed with brine (20 mL), washed with a concentrated aqueous solution of Na2S2O3 (10 mL), dried (Na2SO4), and then concentrated. High-vacuum drying gave 1,15-diiodopentadecane (683 mg, 1.47 mmol, 70%) as a white solid;

The synthetic route of 14722-40-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Vlahakis, Jason Z.; Mitu, Simona; Roman, Gheorghe; Rodriguez, E. Patricia; Crandall, Ian E.; Szarek, Walter A.; Bioorganic and Medicinal Chemistry; vol. 19; 21; (2011); p. 6525 – 6542;,
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Reference of 18776-12-0, 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 18776-12-0 as follows.

In 250ml three-necked flask was added 3-chlorophenyl propanol 10g,9.29 g of 1-naphthol and 100 ml of DMF,Stirring to dissolve, solution temperature control at about 5 , adding sodium hydroxide 2.34g,The reaction at 0 ~ 5 for 30 minutes, and then slowly warmed to 50 ~ 55 for 8 hours to obtain a reaction solution,The reaction solution was cooled to about 0 C, ice water 100ml, extracted with toluene 60ml * 3, andAnd the organic layer, respectively, the organic layer was washed with water 100ml,1% sodium hydroxide 100ml * 4 washing, 100ml * 4 washed with water and saturated brine 100ml, and then dried, suction filtered, concentrated under reduced pressure at 50 C,To obtain a concentrate, take concentrate 34.6g, 207ml of n-hexane and 17.8ml of ethyl acetate was added to a three-necked flask,The mixture was heated to 25-35 C for 2 hours, then cooled to 0-5 C, stirred for 3 hours and filtered. The cake was washed with a small amount of n-hexane and ethyl acetate and dried at 40 C.19.3 g of 1-phenyl-3- (1-naphthalenyloxy) -1-propanol was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18776-12-0, its application will become more common.

Reference:
Patent; Anhui Jinnan Medical Treatment Technology Co., Ltd.; Hu Huiping; Li Jie; Lu Hai; Tang Zhongyao; (10 pag.)CN106748817; (2017); A;,
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Electric Literature of 100-37-8, 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.100-37-8, name is 2-(Diethylamino)ethanol, molecular formula is C6H15NO, molecular weight is 117.1894, as common compound, the synthetic route is as follows.

General procedure: To a solution of phenol (1 equiv), triphenylphosphine (1.3equiv) and 2-(diethylamino)ethanol (1.3 equiv) in THF wasadded diisopropyl azodicarboxylate (DIAD, 1.3 equiv) atambient temperature. After being stirred at ambient temperatureuntil no starting material could be observed byTLC, the reaction mixture was quenched with H2O anddiluted with EtOAc. The organic layer was washed withwater and brine, dried over MgSO4, and concentrated invacuo. Purification of the residue via flash column chromatographyon silica gel afforded the titled compound.

The chemical industry reduces the impact on the environment during synthesis 100-37-8, I believe this compound will play a more active role in future production and life.

Reference:
Article; Kim, Seok-Ho; Han, Young Taek; Archives of Pharmacal Research; vol. 38; 11; (2015); p. 1952 – 1962;,
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Related Products of 6995-79-5, 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 6995-79-5, name is trans-Cyclohexane-1,4-diol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of trans-1,4-cyclohexanediol (504.0 mg, 4.34 mmol) in anhydrous DMF (4 mL) was added NaH (139.0 mg, 3.47 mmol, 60percent in mineral oil) at 0° C. and then stirred at 0° C. for 1 h. The compound from step 1 (100.0 mg, 0.29 mmol) was added. The mixture was stirred at 0° C. for 0.5 h and then at r.t. 18 hrs. It was then quenched with MeOH (4 mL) and filtered. The filtrate was purified by prep-HPLC to give the title compound (37.0 mg, 30.0percent) as an off-white solid. 1H NMR (CDCl3, 40 MHz) delta 8.51 (d, J=7.6 Hz, 1H), 7.94 (dd, J1=8.8 Hz, J2=2.4 Hz, 1H), 7.83 (d, J=2.0 Hz, 1H), 7.56 (t, J=6.8 Hz, 1H), 7.51 (t, J=6.8 Hz, 1H), 7.16 (d, J=7.6 Hz, 1H), 7.11 (d, J=8.8 Hz, 1H), 7.05 (s, 1H), 4.43-4.18 (m, 1H), 3.67 (s, 3H), 3.65-3.62 (m, 1H), 3.16 (q, J=7.6 Hz, 2H), 2.00-1.90 (m, 2H), 1.71-1.65 (m, 2H), 1.42-1.30 (m, 7H). LCMS (M+H)+=442.0 (M+1)+

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 6995-79-5, trans-Cyclohexane-1,4-diol.

Reference:
Patent; Bennett, Michael John; Betancort, Juan Manuel; Boloor, Amogh; Kaldor, Stephen W.; Stafford, Jeffrey Alan; Veal, James Marvin; US2015/111885; (2015); A1;,
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Application of 80866-82-6, Adding some certain compound to certain chemical reactions, such as: 80866-82-6, name is 5-Bromo-2-methoxybenzyl alcohol,molecular formula is C8H9BrO2, 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 80866-82-6.

Example 89:[2-Methoxy-5-[4-(methylsulfonylmethyl)-6-morpholin-4-yI-pyrimidin-2- yl] phenyl] methanolA mixture of 5-bromo-2-methoxybenzylalcohol (250 mg), potassium acetate (339 mg) and bis(pinacolato)diboron (352 mg) in 1,4-dioxane (10 mL) was degassed for 5 minutes. 1,1′- Bis(diphenylphosphino)fe?Ocenedichloropalladium(II) dichloromethane adduct (57 mg) was added and the reaction was heated to 8O0C for 3 hours. 2-Chloro-4~ (methylsulfonylmethyl)-6-morpholin-4-yl-pyrimidine (337 mg), ethanol (0.75 mL), a 2M solution of sodium carbonate (2.7 mL) and additional 1,1′- bis(diphenylphosphino)ferrocenedichloropalladium(II) dichloromethane adduct (57 mg) were added and the heating was continued for a further 66 hours. The reaction mixture was cooled and concentrated in vacuo. The residue was partitioned between ethyl acetate (50 mL) and water (50 mL) and filtered. The organic phase was dried (MgSO4), concentrated in vacuo and chromatographed on silica, eluting with 5% methanol in DCM. The chromatography was repeated and the residue triturated with diethyl ether to give the desired compound as a white solid (158 mg). Mass Spectrum; MH+ 394 NMR Spectrum: 1H NMR (DMSOd6) delta3.23 (3H, s), 3.73 – 3.74 (8H, m), 3.84 (3H, d), 4.51 (2H, s), 4.54 (2H, d), 5.08 (IH, t), 6.83 (IH, s), 7.00 – 7.06 (IH, m), 8.23 – 8.26 (IH, m), 8.41 (IH, d)

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. 80866-82-6, 5-Bromo-2-methoxybenzyl alcohol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/80382; (2007); A1;,
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