Category: alcohols-buliding-blocks

Electric Literature of 2002-24-6, 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 2002-24-6 as follows.

EXAMPLE 2 N-(3-{4-[3-Chloro-4-(3-fluoro-benzyloxy)-phenylamino]-quinazolin-6-yl}-prop-2-ynyl)-N’-cyano-N”-3-(2-hydroxy-ethyl)guanidine. A mixture of crude 1-(3-{4-[3-chloro-4-(3-fluoro-benzyloxy)-phenylamino]-quinazolin-6-yl}-prop-2-ynyl)-2-phenyl-N-cyano-isourea (70 mg, 0.12 mmol) (from Step H, Example 1), 2-hydroxyethylamine hydrochloride (39 mg, 0.4 mmol) and triethylamine (0.07 mL, 0.5 mmol) in isopropanol (2 mL) was heated to 85 C. in a sealed tube. The reaction was cooled to room temperature after 3 hours. Solvent was removed via rotovap. The residue was then purified by FCC to give the final productproduct (25 mg, 38%) as a light yellow solid. MS ESI (+) m/z 544 (M+1) detected; 1H NMR (400 MHz, deuterated DMSO) 9.95 (s, 1H), 8.7 (s, 1H), 8.6 (s, 1H), 8.05 (s,1H), 8.0 (s, 1H), 7.8 (m, 1H), 7.78 (m, 2H), 7.6 (br, 1H), 7.5 (m, 1H), 7.22-7.4 (m, 2H), 7.2 (m, 1H), 7.1 (m, 1H), 5.25 (s, 2H), 4.25 (m, 2H), 3.5 (m, 2H), 3.25 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2002-24-6, its application will become more common.

Reference:
Patent; Wallace, Eli; Topolov, George; Zhao, Qian; Lyssikatos, Joseph P.; US2005/101617; (2005); A1;,
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Electric Literature of 42514-50-1, 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. 42514-50-1, name is 3-Amino-3-methylbutan-1-ol. A new synthetic method of this compound is introduced below.

Component XI [preparation of the compound of formula (IIIb)]N-tert-butoxycarbonyl-4,4-dimethyl-[1,2,3]oxathiazinane-2,2-dioxide a. tert-butyl (3-hydroxy-1,1-dimethylpropyl)-carbamidate 3-amino-3-methylbutan-1-ol (200.0 g, 1.94 mol) is dissolved in ethyl acetate (0.75 l) and within one hour combined with a solution of di-tert-butyl-dicarbonate (435.0 g, 1.99 mol) in ethyl acetate (0.75 l). After the addition has ended the reaction mixture is stirred for another 30 min. After elimination of the solvent the title compound is obtained, which is used in the next step without further purification. Yield: 412.5 g 1H-NMR (DMSO, 400 MHz): 1.19 (s, 9H); 1.36 (s, 6H); 1.68-1.74 (m, 2H); 3.42-3.50 (m, 2H); 4.39 (t, J=4.8, 1H); 6.36 (br s, 1H). Alternatively tert-butyl (3-hydroxy-1,1-dimethylpropyl)-carbamidate may also be prepared using the methods described for example in J. of Labell. Compounds & Radioph. 2001, 44(4), 265-275 or der WO 03/037327, p. 82/83.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,42514-50-1, its application will become more common.

Reference:
Patent; Walter, Rainer; Hamilton, Bradford S.; Trieselmann, Thomas; Netherton, Matthew R.; Santagostino, Marco; Konetzki, Ingo; US2007/105906; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 7397-62-8, Butyl 2-hydroxyacetate, 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, SDS of cas: 7397-62-8, blongs to alcohols-buliding-blocks compound. SDS of cas: 7397-62-8

47.6 g (0.5 mol) of phenol, 134.2 g (1.04 mol) of butyl hydroxyacetate, and 0.36 g of catalyst Mo2P5-MCM-48 (molar ratio of Mo1P3 and MCM-48: 25:100) were mixed and stirred, and the temperature was raised to 100-120 C, the rectification water was reacted for 2 hours in this process. When the top of the column is substantially anhydrous, the reaction is completed, the temperature is lowered to room temperature, the catalyst is removed by suction filtration, the catalyst is continuously activated after the catalyst is activated, the obtained mother liquid is distilled to recover the solvent, and then the unsubstituted butyl hydroxyacetate and phenol are separated by distillation to obtain the product benzene. Butyl oxyacetate 69.6 g, purity 98.2%, selectivity 99.2%, yield 65.78%. The prepared butyl phenoxyacetate was detected by nuclear magnetic resonance, and the nuclear magnetic resonance spectrum was as shown in Fig. 2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7397-62-8, Butyl 2-hydroxyacetate, and friends who are interested can also refer to it.

Reference:
Patent; Shandong Runbo Biological Technology Co., Ltd.; Sun Guoqing; Hou Yongsheng; Chi Zhilong; He Enjing; Hu Yishan; (8 pag.)CN108947841; (2018); 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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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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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;,
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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. 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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Related Products of 83647-43-2, 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 83647-43-2 as follows.

Step B. The intermediate from Step A above (18.1 g) was dissolved in anhydrous CH2Cl2 (150 mL) under nitrogen and the reaction vessel was cooled to 00C in an ice bath. To this cooled solution was added PBr3 (5.52 mL) over a 10 min period. Once the addition was complete, the reaction mixture was warmed to room temperature and stirred for an additional 12 h. The mixture was cooled in an ice bath and quenched by the dropwise addition of MeOH (20 mL). The organic phase was washed with saturated NaHCO3 (2 x 150 mL), dried over anhydrous MgSO4, filtered, and then concentrated to afford the intermediate (23.8 g; 97 %) as viscous oil. 1H-NMR (CDCl3) delta = 2.50 (s, 3 H), 4.50 (s, 2 H), 7.00 (t, H), 7.25 (d, 1 H), 7.50 (d, 1 H). Step B. Under a nitrogen atmosphere PBr3 (5.52 mL) was added over a lO min period to an ice cooled solution of the title compound from Step A above (18.1 g) in anhydrous CH2Cl2 (15O mL). The cooling bath was removed and mixture stirred at room temperature for 12 h. The mixture was cooled (0-5C), quenched by dropwise addition of MeOH (20 mL), washed with saturated aqueous NaHCO3 (2 x 15O mL), dried (MgSO4), filtered and concentrated to afford the title compound as a viscous oil (23.8 g, 97%). 1H-NMR (CDCl3) delta = 7.50 (d, 1 H), 7.25 (d, 1 H), 7.00 (t, 1 H), 4.50 (s, 2 H), 2.50 (s, 3 H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,83647-43-2, its application will become more common.

Reference:
Patent; ALANTOS PHARMACEUTICALS HOLDING, INC.; WO2008/63671; (2008); A2;,
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Adding a certain compound to certain chemical reactions, such as: 455-01-6, 2-(3-(Trifluoromethyl)phenyl)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, HPLC of Formula: C9H9F3O, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C9H9F3O

General procedure: To a stirred solution of betulonic acid (3, 0.883 g, 1.94 mmol) in anhydrous CH2Cl2 (10 mL) was added oxylchoride (1.70 mL,19.45 mmol) at rt and kept for 2 h. The solvent was removed under vaccum, and another 3 mL CH2Cl2 was added to the residue and then removed again. To the residue was added anhydrous CH2Cl2 (8 mL), 2-cyclopropylethanol (0.5025 g, 5.83 mmol) and triethyl amine (2.71mL, 19.44 mmol), and the mixture was stirred for 24 h at rt. After removal of solvent under vaccumn, the residue was purified by silica gel column chromatography (hexane/EtOAcas eluent) to provide desired compound 10 (760 mg). White solid, yield 75%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,455-01-6, 2-(3-(Trifluoromethyl)phenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Article; Li, Jizhen; Goto, Masuo; Yang, Xiaoming; Morris-Natschke, Susan L.; Huang, Li; Chen, Chin-Ho; Lee, Kuo-Hsiung; Bioorganic and Medicinal Chemistry Letters; vol. 26; 1; (2016); p. 68 – 71;,
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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 186602-93-7, name is (2-Amino-4-(trifluoromethyl)phenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 186602-93-7

5.1.105 6,7-Didehydro-17-methyl-7′-trifluoromethylquinolino[2′,3′:6,7]morphinan-3,14beta-diol hydrochloride (SYK-72) SYK-72 was prepared from compound 28c according to the procedure used to prepare SYK-27. Yield, 73%; a white amorphous solid. Mp 233-234 C (dec). Anal. Calcd for C25H23F3N2O2·1.0HCl·0.8H2O: C, 61.11; H, 5.25; N, 5.70. Found: C, 61.11; H, 5.36; N, 5.83.

With the rapid development of chemical substances, we look forward to future research findings about 186602-93-7.

Reference:
Article; Ida, Yoshihiro; Matsubara, Ayaka; Nemoto, Toru; Saito, Manabu; Hirayama, Shigeto; Fujii, Hideaki; Nagase, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 20; 19; (2012); p. 5810 – 5831;,
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