Author: tianli

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. 25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol, the common compound, a new synthetic route is introduced below. HPLC of Formula: C9H11BrO

(41-3) Synthesis of 4-bromo-1-(3-bromopropyl)benzene (compound 41-3) Compound 41-2 (3.63 g) was dissolved in methylene chloride (40 ml), triphenylphosphine (4.88 g) and N-bromosuccinimide (3.31 g) were added under ice-cooling, and the mixture was stirred under ice-cooling for 2 hr, and at room temperature for 4 hr. The reaction mixture was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. Diethyl ether (100 ml) was added, and the precipitated triphenylphosphine oxide was filtered off. The concentrate of the filtrate was purified by silica gel column chromatography (hexane alone) to give the object product (1.87 g) as a colorless oil. 1H-NMR(CDCl3) delta (ppm): 2.10-2.17(2H, m), 2.74(2H, t, J=7.4Hz), 3.38(2H, t, J=6.5Hz), 7.08(2H, d, J=8.3Hz), 7.41(2H, dd, J=8.3, 1.9Hz).

The synthetic route of 25574-11-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP2168944; (2010); A1;,
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Electric Literature of 616-29-5, 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. 616-29-5, name is 1,3-Diaminopropan-2-ol. A new synthetic method of this compound is introduced below.

Example 2 To 13.5 g (0.15 mol) of 1,3-diaminopropan-2-ol and 14.4 g (0.36mol) of NaOH in 400 ml THF and 200 ml H2O at 0 C. was added 72 g (0.33 mol) of Boc2O in portions. The reaction mixture was warmed up to RT and stirred overnight. To this mixture was added 300 ml of EtOAc. The layers were separated and the aqueous layer was extracted with 200 ml EtOAc. The combined organic layer was dried with MgSO4 and concentrated to give di-tert-butyl 2-hydroxypropane-1,3-diyldicarbamate in quantitative yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,616-29-5, 1,3-Diaminopropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; Morgan, Bradley P.; Muci, Alex; Kraynack, Erica; Lu, Pu-Ping; Tochimoto, Todd; Morgans, David J.; US2007/66626; (2007); A1;,
Alcohol – Wikipedia,
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Electric Literature of 1875-88-3 , The common heterocyclic compound, 1875-88-3, name is 2-(4-Chlorophenyl)ethanol, molecular formula is C8H9ClO, 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.

The present invention uses SM-A and LCS-1 condensation to prepare Impurity F.Specific operations are as follows: 40g of p-chlorophenylacetic acid was added to 400ml of tetrahydrofuran,Stirring at room temperature dissolved; lithium aluminum hydride in batches, temperature control at 25 ~ 30 ,After the reaction was stirred for 20 hours, 200 ml of water was added slowly and the addition was completed.Add ethyl acetate 400ml stirred 30min, liquid separation, organic phase plus 200ml saturated brine and dried over 20g anhydrous sodium sulfate, filtered, the filtrate was concentrated under reduced pressure 40 ~ 45 ,36.7 g of oil (S2) was obtained; S2 was added to the reaction flask, the temperature was lowered to 0 to 5 C in ice water,Slowly dropping phosphorus tribromide, dropping temperature during the course of 0 ~ 5 , the dropwise addition is completed,Heated to 25 ~ 30 , incubated for 3h,Add water 80ml, stirred 30min, liquid separation, the aqueous phase was extracted with dichloromethane 100ml × 2,The organic phases were combined and concentrated under reduced pressure to give an oil (S3): 48.8 g. Yield: 94.9%.

The synthetic route of 1875-88-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Kexing Biological Products Co., Ltd.; Cui Ning; Dong Xiangjun; Hao Zhihai; (34 pag.)CN106478506; (2017); A;,
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Reference of 495-76-1, Adding some certain compound to certain chemical reactions, such as: 495-76-1, name is Benzo[d][1,3]dioxol-5-ylmethanol,molecular formula is C8H8O3, 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 495-76-1.

Dissolve 5.8 ml (0.06 mol) of phosphorus tribromide in 20 ml of ether and slowly instill 7.1 g (0.05 mol)In a solution of 3,4-dioxymethylenebenzaldehyde in ether, the reaction was stirred at 0C for 3 hours. After stopping the reaction,Saturated sodium carbonate solution was quenched, and the mixture was partitioned and washed with saturated saline water and dried over anhydrous sodium sulfate for 8 hours.The desiccant was filtered off and the solvent was evaporated under reduced pressure to give 8.9 g of a pale yellow liquid of Vb in a yield of 83.7%.

According to the analysis of related databases, 495-76-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; The Chinese People’s Liberation Army Military Academy Of Medical Sciences Poison Pharmaceutical Institute; Zhong Bohua; Zhang Ping; He Xinhua; Shi Weiguo; Fan Shiyong; Yao Yishan; Jia Hongxin; (20 pag.)CN103804341; (2018); B;,
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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.1777-82-8, name is (2,4-Dichlorophenyl)methanol, molecular formula is C7H6Cl2O, molecular weight is 177.03, as common compound, the synthetic route is as follows.Formula: C7H6Cl2O

General procedure: A mixture of alcohol or phenol (1 mmol), DHP (1.2-1.4 mmol), and MNPs-PSA (5 mg, 0.95 mol%) was stirred at room temperature in dry CH2Cl2 (2 mL), and the progress of the reaction was monitored by TLC. After completion of the reaction, catalyst was separated by an external magnet and washed with CH2Cl2. Then, the pure product was isolated by passing of the reaction mixture through a short column using n-hexane and ethyl acetate (9:1) as eluent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1777-82-8, (2,4-Dichlorophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Rostami, Amin; Tahmasbi, Bahman; Abedi, Fatemeh; Research on Chemical Intermediates; vol. 42; 4; (2016); p. 3689 – 3701;,
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Adding a certain compound to certain chemical reactions, such as: 2566-44-1, 2-Cyclopropylethanol, 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, 2566-44-1, blongs to alcohols-buliding-blocks compound. SDS of cas: 2566-44-1

Reference Example 11-1 4-(2-Cyclopropylethoxy)benzaldehyde To a mixture of 4-hydroxybenzaldehyde (2.84 g), 2-cyclopropylethanol (2.00 g), triphenylphosphine (6.09 g) and tetrahydrofuran (100 mL), diethyl azodicarboxylate (2.2 mol/L, solution in toluene, 10.5 mL) was added and the mixture was stirred at room temperature for 4 days. After concentrating the reaction mixture under reduced pressure, ethyl acetate (7.50 mL) and n-hexane (143 mL) were added and the mixture was stirred at room temperature for 15 minutes. The precipitate was removed by filtration through Celite (registered trademark). The filtrate was concentrated under reduced pressure and, thereafter, the resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate = 95:5-50:50) to give the titled compound as a yellow oil (3.34 g). 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 0.10 – 0.18 (m, 2 H) 0.46 – 0.55 (m, 2 H) 0.78 – 0.95 (m, 1 H) 1.67 – 1.76 (m, 2 H) 4.12 (t, J=6.6 Hz, 2 H) 6.97 – 7.05 (m, 2 H) 7.80-7.87 (m, 2 H) 9.88 (s, 1 H). MS ESI posi: 191[M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2566-44-1, its application will become more common.

Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; TAKAYAMA, Tetsuo; SHIBATA, Tsuyoshi; SHIOZAWA, Fumiyasu; KAWABE, Kenichi; SHIMIZU, Yuki; HAMADA, Makoto; HIRATATE, Akira; TAKAHASHI, Masato; USHIYAMA, Fumihito; OI, Takahiro; SHIRASAKI, Yoshihisa; MATSUDA, Daisuke; KOIZUMI, Chie; KATO, Sota; EP2881384; (2015); 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. 52059-53-7, name is 2-(3-Fluorophenyl)ethanol, the common compound, a new synthetic route is introduced below. HPLC of Formula: C8H9FO

General procedure: To a neat mixture of 3-(3-((6-fluoropyridin-3-yl)methyl)isoxazol-5-yl)pyridin-2-amine (Intermediate IV, 50 mg, 0.19 mmol) and (3-fluorophenyl)methanol (187 mg, 1.48 mmol) was added potassium tert-butoxide (1M in THF, 1.85 mL, 1.85 mmol) and the mixture was stirred for 30 min. The mixture was transferred to a silica gel samplet and purified by column chromatography (SiO2, hexane/ethyl acetate). Combined fractions containing the product were concentrated under reduced pressure. Residue was dissolved in acetonitrile (5 mL) and water (10 mL), frozen and lyophilized to yield 3-(3-((6-((3-fluorobenzyl)oxy)pyridin-3-yl)methyl)isoxazol-5-yl)pyridin-2-amine (45 mg, 0.12 mmol, 65%) as a white solid.

The synthetic route of 52059-53-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Trzoss, Michael; Covel, Jonathan A.; Kapoor, Mili; Moloney, Molly K.; Soltow, Quinlyn A.; Webb, Peter J.; Shaw, Karen Joy; Bioorganic and Medicinal Chemistry Letters; vol. 29; 23; (2019);,
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Electric Literature of 134575-13-6, Adding some certain compound to certain chemical reactions, such as: 134575-13-6, name is exo-3-Azabicyclo[3.1.0]hexan-6-ylmethanol,molecular formula is C6H11NO, 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 134575-13-6.

Step A (1alpha,5alpha,6alpha)-3-(tert-Butoxycarbonyl)-6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane A solution of di-tert-butyl dicarbonate (967 mg, 4.42 mmol) in CH2Cl2 (3.0 mL) was added to a stirred solution of (1alpha,5alpha,6alpha)-6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane (456 mg, 4.02 mmol, for preparation see K. E. Brighty and M. J. Castaldi, Synlett, 1996, 1097-1099) in CH2Cl2 (7.0 mL) at RT. After 15 h, the solution was partitioned between 2 N aq. HCl (50 mL) and EtOAc (50 mL). The organic layer was washed with saturated aq. NaHCO3 (50 mL) and saturated aq. NaCl (50 mL). The aqueous layers were extracted in succession with EtOAc (2*50 mL). The organic layers were dried (Na2SO4), decanted, and evaporated. The crude product was purified by flash column chromatography on silica gel, eluding with 80:20 v/v to 0:100 hexane/EtOAc to give the title compound as a colorless syrup. For the title compound: 1H NMR (500 MHz, CDCl3) delta 3.60 (d, J=11, 2H), 3.53 (d, J=6, 2H), 3.36 (d, J=11, 2H), 1.44 (s, 11H), 0.96 (tt, J=6, 3, 1H); ESI-MS 158.1 (M+H-56); HPLC A: 2.09 min.

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. 134575-13-6, exo-3-Azabicyclo[3.1.0]hexan-6-ylmethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hale, Jeffrey J.; Lynch, Christopher L.; Caldwell, Charles G.; Willoughby, Christopher A.; Kim, Dooseop; Shen, Dong-Ming; Mills, Sander G.; Chapman, Kevin T.; Chen, Liya; Gentry, Amy; MacCoss, Malcolm; Konteatis, Zenon D.; US2002/94989; (2002); A1;,
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Adding a certain compound to certain chemical reactions, such as: 870-72-4, Hydroxymethanesulfonic Acid Sodium Salt, 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 Hydroxymethanesulfonic Acid Sodium Salt, blongs to alcohols-buliding-blocks compound. Safety of Hydroxymethanesulfonic Acid Sodium Salt

Intermediate M 18 (10 g, 67.9 mmol) was dissolved in tetrahydrofuran:Water = 1: 1 solution (20 ml)Sodium hydroxymethanesulfonate (9.56 g, 71.3 mmol)And the mixture was heated under reflux at 70 C. for 4 hours. After the reaction solution was cooled to room temperature, it was filtered to obtain Intermediate M19(16.2 g, yield 91%) was obtained.

The synthetic route of 870-72-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIKIN INDUSTRIES LIMITED; KARUBE, DAISUKE; KISHIMOTO, MASAYUKI; CHAKI, TAKEHIRO; KOMATSU, YUZO; (34 pag.)JP2017/82096; (2017); A;,
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Adding a certain compound to certain chemical reactions, such as: 1074-16-4, 2-(2-Bromophenyl)ethanol, 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 1074-16-4, blongs to alcohols-buliding-blocks compound. Product Details of 1074-16-4

Benzyl bromide (7 ml, 0.05 mol) was added drop wise to a stirred solution 2 bromo phenethyl alcohol (10 g, 0.0496 mol) and anhydrous NaH (2.28 g, 0.05 mol) in 100 ml of dry THF at 40-50 C. The reaction mixture was stirred for 10 h at 50 C., progress of the reaction was monitored using TLC, cooled to RT and evaporated to remove the solvent. An equal volume of distilled water was added to the residue and the mixture was stirred for one hour at ambient. The organic layer was separated, dried and evaporated. To the resulting liquid 100 ml of 5% ethanolic solution of NaOH was added and refluxed for 3 hr. The resulting solution was evaporated and extracted with ether to give the benzyl protected phenethyl alcohol as a clear liquid at 80% yield.1H-NMR (CDCl3, 400 Mhz): 7.5 (d, 1H), 7.3 (m, 7H), 7.08 (d, 1H), 4.53 (s, 2H), 3.7 (t, 2H), 3.07 (t, 2H) ppm. 13C-NMR (CDCl3, 100 Mhz): 138.43, 132.96, 131.37, 129.01, 128.58, 128.20, 127.78, 127.76, 127.57, 124.87, 73.12, 69.56, 36.71 ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1074-16-4, 2-(2-Bromophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; NDSU-Research Foundation; US2011/28721; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts