Month: August 2021

Application of 3597-91-9, 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. 3597-91-9, name is [1,1′-Biphenyl]-4-ylmethanol. A new synthetic method of this compound is introduced below.

General procedure: To a solution of 1-(p-bromophenyl)ethanol I-23 (201 mg, 1.0 mmol) in DMF (2.0 mL) was added HIO3 (194 mg, 1.1 mmol) and TEMPO (7.8 mg, 0.05 mmol). The mixture was stirred for 2 h at room temperature under an Ar atmosphere. After the reaction, the reaction mixture was poured into aq Na2S2O3, and extracted with a mixture of Et2O: hexane=1:1 (3*10 mL). Then, the organic layer was poured into satd NaCl (10 mL) and extracted with Et2O (10 mL). The organic layer was dried over Na2SO4. After being filtration and removal of the solvent under reduced pressure, the residue was purified by flash short column chromatography on silica gel (EtOAc-hexane, 1:4) to give p-bromoacetophenone II-23 in 99% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3597-91-9, [1,1′-Biphenyl]-4-ylmethanol, and friends who are interested can also refer to it.

Reference:
Article; Imai, Sho; Togo, Hideo; Tetrahedron; vol. 72; 44; (2016); p. 6948 – 6954;,
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Reference of 202865-66-5, Adding some certain compound to certain chemical reactions, such as: 202865-66-5, name is (2-Bromo-5-fluorophenyl)methanol,molecular formula is C7H6BrFO, 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 202865-66-5.

Example 1; (3’R,4’S,5S,5’S,6’R)-3-[(4-ethylphenyl)methyl]-6′-(hydroxymethyl)-3′,4′,5′,6′-tetrahydrospiro[thieno[2,3,f]isobenzofuran-5(7H),2′-[2H]pyran]-3′,4′,5′-triol; 1) Synthesis of 5-bromo-2-fluoro-4-hydroxymethylbenzaldehyde; [Show Image] Tetramethylpiperidine (0.68 g, 4.87 mmol) was dissolved in tetrahydrofuran (4.5 mL). To the resultant solution was added n-butyllithium (1.0 M n-hexane solution, 4.88 mL) at 0°C, and the solution was then stirred for 15 minutes. The solution was cooled to -78°C, and a solution of (2-bromo-5-fluorophenyl)-methanol (0.50 g, 2.43 mmol) in tetrahydrofuran (2.5 mL) was added dropwise. The temperature of the solution was raised over 2 hours to -40°C. The solution was again cooled to -78°C, and N,N-dimethylformamide (0.47 mL, 6.07 mmol)was added thereto. The temperature of the solution was raised to room temperature, and the solution was then stirred for 30 minutes. Saturated aqueous ammonium chloride was added, and the resultant mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and then concentrated under reduced pressure, to thereby obtain the titled compound (604.3 mg, quantitative). 1H-NMR (CDCl3) delta: 4.78 (2H, s), 7.46 (1H, d, J = 10.6 Hz), 8.01 (1H, d, J = 6.2 Hz), 10.29 (1H, s).

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. 202865-66-5, (2-Bromo-5-fluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP2048152; (2009); A1;,
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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. Recommanded Product: 7-Hydroxy-4-(trifluoromethyl)coumarin

Under an argon atmosphere, 4-Trifluoromethylumbelliferone (0.2 g, 0.869 mmol) and pyridineIt was cooled and dissolved in emissions (4.3 mL) ice.Anhydrous trifluoromethanesulfonic acid (0.16 mL, 0.956 mmol) was added dropwise.Then the mixture was stirred at room temperature for 2 hours.After completion of the reaction, and extracted with ethyl acetate, 1 TadashiIt was washed at a constant hydrochloric acid and a saturated saline solution.The organic layer was dried over anhydrous sodium sulfate and the solvent was distilled off.Purification silica gel column (SiOTwo. At 40 g), resulting white solid compound (285 mg, 90percent)

With the rapid development of chemical substances, we look forward to future research findings about 575-03-1.

Reference:
Patent; HIROSAKI UNIVERSITY; PEPTIDE INSTITUTE INCORPORATED; YAMADA, KATSUYA; SASAKI, AYAKO; TESHIMA, TADASHI; YAMAMOTO, TOSHIHIRO; OTSUKA, YUJI; (81 pag.)JP2015/205870; (2015); A;,
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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. 100058-61-5, name is 3-(Benzyloxy)cyclobutanol, the common compound, a new synthetic route is introduced below. SDS of cas: 100058-61-5

Step 1: 2-[5-(3-benzyloxycyclobutoxy)-2,2-difluoro-pentoxy]tetrahydropyran To a solution of 3-benzyloxycyclobutanol (2.59 g, 14.53 mmol, 1.10 eq) in N,N-dimethylformamide (100 mL) was added sodium hydride (581 mg, 14.53 mmol, 60% in mineral oil, 1.10 eq) at 0 C. under nitrogen. The mixture was stirred at 0 C. for 0.5 hours and added a solution of (4,4-difluoro-5-tetrahydropyran-2-yloxy-pentyl) 4-methylbenzenesulfonate (5.0 g, 13.21 mmol, 1.00 eq) [prepared as described for Compound 171] in N,N-dimethylformamide (20 mL) dropwise at 0 C. The reaction mixture was stirred at 60 C. for 6 hours. The mixture was cooled to 25 C. and poured into ice-water (w/w=1/1) (30 mL) and stirred for 15 minutes. The aqueous phase was extracted with ethyl acetate (100 mL*3). The combined organic phase was washed with brine (100 mL*3), dried with anhydrous sodium sulfate, filtered and concentrated under vacuum. The residue was purified by silica gel chromatography (Petroleum ether/Ethyl acetate=1/0, 20/1) to afford 2-[5-(3-benzyloxycyclobutoxy)-2,2-difluoro-pentoxy]tetrahydropyran (1.75 g, 4.21 mmol, 32% yield, 92% purity) as a colorless oil.

The synthetic route of 100058-61-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Arvinas, Inc.; Crew, Andrew P.; Berlin, Michael; Flanagan, John J.; Dong, Hanqing; Ishchenko, Alexey; (559 pag.)US2018/125821; (2018); A1;,
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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.2215-78-3, name is (4-Phenoxyphenyl)methanol, molecular formula is C13H12O2, molecular weight is 200.2332, as common compound, the synthetic route is as follows.Application In Synthesis of (4-Phenoxyphenyl)methanol

Thionyl chloride (13.34 g) was added to 4.06 g of 4-phenoxybenzyl alcohol, and the mixture was stirred at 80 C. for 3.5 hours.. After the completion of the concentration, the reaction mixture was extracted with ethyl acetate and with water.. The organic layer was concentrated to give 4.31 g of 4-phenoxybenzyl chloride. Properties of the compound: 1H-NMR(CDCl3, delta): 4..58(2H, s), 6.96-7.03(4H, m), 7.11-7.14(1H, m), 7.32-7.37(4H, m)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2215-78-3, (4-Phenoxyphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US6352985; (2002); B1;,
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Electric Literature of 2425-41-4, 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.2425-41-4, name is (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol, molecular formula is C12H16O4, molecular weight is 224.25, as common compound, the synthetic route is as follows.

Example 1Compound 204, of which structure was shown above, was synthesized from monobenzalpentaerythritol (Compound A) known from literature [described in Org. Syntheses Coll., Vol. 4, 679 (1963)] as a starting material according to the following scheme. Two hydroxy groups of Compound A were condensed with phytanic acid by using a condensing agent, EDC (l-ethyl-3-(3-dimethylamino)propylcarbodiimide hydrochloride), to obtain a diester compound, Compound B [Jikken Kagaku Koza (Lecture of Experimental Chemistry), 4th edition, edited by the Chemical Society of Japan, Maruzen, Vol. 22, p.258]. The benzylidene group of Compound B was successively removed by catalytic reduction [Hanessian et al, Synthesis, 396 (1981)], and then one of the hydroxy groups was made into an oleic acid ester (Compound C). The other hydroxy group and 8-hydroxyoctanoic acid were condensed to convert the compound into an omega -hydroxy ester compound, Compound D204.

Statistics shows that 2425-41-4 is playing an increasingly important role. we look forward to future research findings about (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol.

Reference:
Patent; FUJIFILM CORPORATION; WO2007/72983; (2007); A1;,
Alcohol – Wikipedia,
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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.2568-33-4, name is 3-Methylbutane-1,3-diol, molecular formula is C5H12O2, molecular weight is 104.1476, as common compound, the synthetic route is as follows.name: 3-Methylbutane-1,3-diol

[0153] 3-Methylbutane-1,3-diol (3.83 g, 36.8 mmol) wasdissolved in dichloromethane (150 ml), followed by the additionoftriethylamine(6.66 mL) andmethanesulfonyl chloride(3.13 mL) at oo C. After stirring at RT for7.5 hrs, the reactionwas quenched by ethyl acetate and water, and the organiclayer was dried over anhydrous sodium sulfate. The solventwas distilled off under reduced pressure to obtain the titlecompound as a colorless oil ( 4.79 g, 72%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2568-33-4, 3-Methylbutane-1,3-diol, and friends who are interested can also refer to it.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; Hodous, Brian L.; (150 pag.)US2016/31892; (2016); A1;,
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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. 109-83-1, name is 2-(Methylamino)ethanol. A new synthetic method of this compound is introduced below., Product Details of 109-83-1

A solution of 4-methoxy-2,3,6-trimethylbenzenesulfonyl chloride (2.29 g, 9.19 mmole) in THF (30 ml) was added dropwise at 0 C. to a solution of 2-methylaminoethanol (0.95 ml, 11.8 mmole) and triethylamine (5 ml) in THF (15 ml). The mixture was then stirred for 5 hours at RT, concentrated by evaporation in vacuo, and the residue was taken up in NaHCO3 solution and extracted with ethyl acetate (3×30 ml). The combined organic phases were dried with Na2SO4 and concentrated by evaporation in vacuo. Yield: 2.38 g, 90%.

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, 109-83-1, 2-(Methylamino)ethanol.

Reference:
Patent; GRUENENTHAL GmbH; US2009/186899; (2009); A1;,
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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. 402-63-1, name is 1-(3-Fluorophenyl)ethanol. A new synthetic method of this compound is introduced below., Recommanded Product: 1-(3-Fluorophenyl)ethanol

Dissolve 1- (3-fluorophenyl) ethanol (934 mg, 6.67 mmol) in n-hexane (22.2 mL),CAL-B (147 mg), vinyl acetate (1.20 mL, 13.3 mmol) and triethylamine (0.0540 mL, 0.667 mmol) were added.The reaction mixture was stirred at room temperature for 12 hours.The mixture was filtered to remove impurities and reduced pressure to remove solvent.The mixture was purified by silica gel column chromatography (n-hexane / EtOAc = 8: 1, Rf = 0.25 (n-hexane / EtOAc = 4: 1) and purified.(S) -1- (3-fluorophenyl) ethan-1-ol (403 mg, 44%) was obtained as a colorless oil (Formula 7)

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, 402-63-1, 1-(3-Fluorophenyl)ethanol.

Reference:
Patent; ERICA Industry-University Cooperation Foundation of Hanyang University; Min Seon-jun; Kim Ju-hyeon; Chu Hyeon-a; Cho Yong-seo; Lee Jae-gyun; Bae Ae-nim; (23 pag.)KR2019/115976; (2019); A;,
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Synthetic Route of 748805-85-8 ,Some common heterocyclic compound, 748805-85-8, molecular formula is C7H8FNO, 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.

Acetophenone (144 mg, 1.2 mmol),[Cp * Ir (6,6 ‘- (OH) 2bpy) (H2O)] [OTf] 2 (8.3 mg,0.01 mmol, 1 mol%), potassium hydroxide (56 mg, 1.0 mmol, 1.0 equiv.),Amino-5-fluorobenzyl alcohol (141 mg, 1.0 mmol) and water (1 mL) were sequentially added to a 5 mL round bottom flask.The reaction mixture was refluxed in air for 12 hours and then cooled to room temperature.Extraction with ethyl acetate, removal of the solvent by rotary evaporation, and purification of the target compound by column chromatography (developing solvent: petroleum ether / ethyl acetate) yielded 93%

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. 748805-85-8, (2-Amino-5-fluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing University of Science and Technology; Li Feng; Wang Rongzhou; (15 pag.)CN107400084; (2017); A;,
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