Category: alcohols-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 103694-68-4, 2,2-Dimethyl-3-(m-tolyl)propan-1-ol, 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, name: 2,2-Dimethyl-3-(m-tolyl)propan-1-ol, blongs to alcohols-buliding-blocks compound. name: 2,2-Dimethyl-3-(m-tolyl)propan-1-ol

EXAMPLE 6 Manufacture of 1-methoxy-2,2-dimethyl-3-(3-methylphenyl)-propane In a 250 ml three-necked flask flushed with argon, 4.5 g of 2,2-dimethyl-3-(3-methylphenyl)-propan-1-ol (according to Example 5) in 50 ml of dry tetrahydrofuran were boiled for 11/2 hours under reflux with 0.7 g of sodium hydride. 3.2 g of dimethyl sulfate in 30 ml of tetrahydrofuran were then added dropwise thereto and the mixture was boiled under reflux for a further hour. After leaving the reaction mixture to stand for 24 hours, it was extracted by shaking with 20 ml of 10% by weight sodium hydroxide solution. Finally, the organic phase was dried with potassium carbonate and subjected to fractional distillation. 3.6 g of end product were obtained at 52 C./0.12 mbar.

The synthetic route of 103694-68-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Consortium fur Elektrochemische Industrie GmbH; US4710316; (1987); A;,
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Synthetic Route of 813-99-0, 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. 813-99-0, name is 3-Chloro-2,2-bis(chloromethyl)propan-1-ol, molecular formula is C5H9Cl3O, 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.

The product from the previous step (0.66 g, 1.25 mmol) was dissolved in dichloromethane (30 mL). Then 3-chloro-2,2-di(chloromethyl)propane-1-ol(0.24 g, 1.25 mmol) and DMAP (catalytic amount) were added. The reactantswere cooled to 0 C. EDAC (0.24 g, 1.25 mmol) was then added. The reactant was stirred at room temperature for 24h, and distilled under reduced pressure. The residue was purified by silica gel column chromatography (gradient elutionwith eluent: N-hexane/ethyl acetate) to give 3-chloro-2,2-di(chloromethyl)propyl 4-(2-[4-(5,7-dimethoxy-4-oxo-3,4-dihydro-quinazolin-2-yl)-2,6-dimethyl-phenoxy] butyl)-4-oxo-2-acetamino-butyrate (0.57 g, yield 65%).

According to the analysis of related databases, 813-99-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhejiang Huahai Pharmaceutical Co., Ltd; Shanghai Synergy Pharmaceutical Sciences Co., Ltd; GE, Jian; LI, Yunfei; ZHANG, Zhen; WANG, Yijin; WANG, Jiamiao; CHENG, Tao; (57 pag.)EP3348548; (2018); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 94687-10-2, name is Ethyl 3-(3,4-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propanoate. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C20H24O7

£’rytftro-l-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)-l,3-propanediol (2g): (0178) (0179) 2g (0180) Scheme 8. Synthesis of i?? i zro-l-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)-l,3- propanediol (2g). This compound was prepared according to a literature procedure. (Buendia, J. ; (0181) Mottweiler, J.; Bolm, C. Chem. Eur. J. 2011, 17, 13877.) Spectral data were consistent with those reported in the literature. *H NMR (400 MHz, CDC13) delta 7.07 (ddd, J = 8.2 Hz, 7.2, 1.6, 1.6 Hz, 1H), 7.02-6.84 (M, 5H), 6.82 (D, J = 8.2 Hz, 1H), 4.98 (b t, J = 4.8 Hz, 1 H), 4.16 (ddd, J = 6.0, 4.8, 3.5 Hz, 1 H), 3.95-3.90 (m, 1H), 3.87 (s, 3H), 3.86 (s, 6H), 3.66 (ddd, J = 12.0, 7.2, 3.5 Hz, 1H), 2.87 ppm (b s, 1H). HRMS (EI) calculated for C18H2206Na [M + Na]+ 357.1314, found 357.1311.

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, 94687-10-2, Ethyl 3-(3,4-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propanoate.

Reference:
Patent; WISCONSIN ALUMNI RESEARCH FOUNDATION; STAHL, Shannon, S.; COON, Joshua; RAHIMI, Alireza; ULBRICH, Arne; WO2015/138563; (2015); 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.81335-87-7, name is (2-Amino-4-methylphenyl)methanol, molecular formula is C8H11NO, molecular weight is 137.18, as common compound, the synthetic route is as follows.SDS of cas: 81335-87-7

General procedure: To a solution of 1a (1.2 g, 7.61 mmol) in CH2Cl2 (20 mL) was added MnO2 (2.6 g, 30.1 mmol) and stirred at rt under an Ar atmosphere. After 23 h with stirring, the reaction mixture was filtrated and evaporated. The residue was crystallized from AcOEt to give 7a (1.0 g, 85%) as a yellow needle crystal.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,81335-87-7, (2-Amino-4-methylphenyl)methanol, and friends who are interested can also refer to it.

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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Application of 14426-21-2 ,Some common heterocyclic compound, 14426-21-2, molecular formula is C4H12ClNO2, 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.

Into a reaction flask equipped with a stirrer, a condenser and a thermometer, 4.84 g (0.01 mol) of intermediate III-2 was added, 30mL dichloromethane to dissolve, add DCC 4. lg, stirring for some time after adding DMAP. After stirring for a period of time, bis (2-hydroxyethyl) amine hydrochloride l.lg (O.Olmol) was added to the reaction system in batches, and the reaction was continued for 2 hours. The filtrate was washed with 3 X 40 mL of water, the dichloromethane layer was separated, dried over anhydrous sodium sulfate, filtered, and evaporated to dryness under reduced pressure. Column chromatography [eluent: nu (petroleum ether) Nu (ethyl acetate) = 90: 10] to give a white solid product of 3.818 (yield 99.8%), yield 66.8%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14426-21-2, its application will become more common.

Reference:
Patent; Tianjin Pharmaceuticals Research Institute Co., Ltd.; Liu, Ying; Liu, DengKe; Jie, xiaoshuai; Qi, haofei; Wang, jingyang; (13 pag.)CN102838652; (2016); B;,
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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. 5406-86-0, name is 2-(4-(tert-Butyl)phenyl)ethanol. A new synthetic method of this compound is introduced below., SDS of cas: 5406-86-0

EXAMPLE A STR20 5.4 g (0.03 mol) of 2-(4-tert-butylphenyl)ethanol were added dropwise at 50 C. to a suspension of 1.2 g (0.03 mol) of sodium hydride (60% dispersion in oil) in 50 ml of dry dimethylformamide, and the mixture was stirred until the evolution of hydrogen had ceased. The mixture was cooled to 0 C., and 4.7 g (0.025 mol) of 4-chloro-5-methoxy-6-methoxymethylpyrimidine (Coll. Czechoslov. Chem. Commun. 33, 2266 (1968)) were added. The mixture was stirred for 1 hour at room temperature and for 2 hours at 100 C. After the solvent had been stripped off, the residue was taken up in dichloromethane/water, and the organic phase was dried and evaporated on a rotary evaporator. The crude product was chromatographed on silica gel using ethyl acetate. 3.8 g (46% of theory) of 4-[2-(4-tert-butylphenyl)ethoxy]-5 -methoxy-6 -methoxymethylpyrimidine were obtained in the form of a yellow oil.

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, 5406-86-0, 2-(4-(tert-Butyl)phenyl)ethanol.

Reference:
Patent; Hoechst Schering AgrEvo GmbH; US5859020; (1999); A;,
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Related Products of 18385-82-5, Adding some certain compound to certain chemical reactions, such as: 18385-82-5, name is 7-Bromochroman-4-ol,molecular formula is C9H9BrO2, 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 18385-82-5.

[0332j A solution of 7-bromochroman-4-ol (200 mg, 0.88 mmol, 1.0 equiv) in toluene (5 mL) was cooled in an ice bath under N2 and treated with DPPA (532 mg, 1.93 mmol, 2.2 equiv) in one portion followed by DBU (293 mg, 1.93 mmol, 2.2 equiv). The reaction temperature was kept at 0 C for 1 h and then was warmed to room temperature for 16 h. The mixture was diluted with EtOAc (50 mL), washed with 2N HC1 (2 x 30 mL), brine and the organic layer was dried over Na2504, filtered then concentrated. The crude product was purified by silica gel column (eluted with PE). 4-azido-7-bromochroman (188 mg, yield: 90%) was obtained as a white solid. ?H NMR (400 MHz, CDC13) 5: 7.07-7.06 (m, 3H), 4.56 (t, J= 3.6 Hz, 1H), 4.30-4.17 (m, 2H), 2.19-1.99 (m, 2H).

According to the analysis of related databases, 18385-82-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; MA, Bin; CHAN, Timothy, Raymond; SUN, Lihong; ZHANG, Lei; KUMARAVEL, Gnanasambandam; LYSSIKATOS, Joseph, P.; KOCH, Kevin; MIAO, Hua; WO2015/89337; (2015); A1;,
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Synthetic Route of 6214-45-5, 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.6214-45-5, name is (4-Butoxyphenyl)methanol, molecular formula is C11H16O2, molecular weight is 180.24, as common compound, the synthetic route is as follows.

To a mixture of the compound of Example 58 (200 mg, 1.0 mmol) and pyridine (177 mul, 2.2 mmol) in anhydrous acetonitrile (3 ml), at 0 C. and under nitrogen, was added diphosgene (132 mul, 1.1 mmol). The mixture was allowed to warm to room temperature and stirred for 10 min, before addition to (4-butoxyphenyl)methanol (198 mg, 1.1 mmol) via syringe. The reaction mixture was stirred at room temperature for 30 min and filtered.The filtrate was purified by automated preparative liquid chromatography (Gilson system, 150 mm×22.4 mm LUNA C18(2) 10 mum column, 24 ml/min) using an acetonitrile:water gradient [15:85 (3 min) to 98:2 (16 min)]. The appropriate fractions were combined and concentrated to give the title compound (6 mg).Experimental MH+ 364.0; expected 363.2 (compound de-carboxylates)1H-NMR (d6-Acetone): 0.92-0.98 (3H), 1.43-1.55 (5H), 1.69-1.78 (2H), 2.24-2.30 (6H), 3.97-4.01 (2H), 5.04-5.09 (1H), 5.17-5.18 (2H), 6.48-6.50 (1H), 6.83-6.88 (3H), 6.95-6.98 (2H), 7.10-7.13 (2H), 7.44-7.45 (1H)Rhip. Funct. ED100 mg/cm2=0.03

The chemical industry reduces the impact on the environment during synthesis 6214-45-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; US2007/167506; (2007); A1;,
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Application of 155310-11-5, 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.155310-11-5, name is 3-Amino-2,2-difluoropropan-1-ol, molecular formula is C3H7F2NO, molecular weight is 111.0906, as common compound, the synthetic route is as follows.

50 mL of THF was added to 50 mL of aqueous solution of the compound 41, and then reacted with 1.13 g (1.0 eq., 5.17 mmol) of Boc2O at 0 C. It was then stirred overnight. After confirming by TLC the disappearance of the reacting materials, THF was removed by using an evaporator. The residual liquid was added with ethyl acetate, and liquid fractionation extraction was performed 3 times. The collected organic layer was washed with a saturated aqueous solution of NaCl. After drying over magnesium sulfate, it was concentrated under reduced pressure by using an evaporator in water bath at 40 C. As a result, the solids are obtained, which were then washed with hexane to obtain 1.08 g of the desired compound 42 (2 step yield of 99% from the compound 18). 1H-NMR signal assignment is given in the following. 1H-NMR (500 MHz, CDCl3) delta1.46 (9H, s), 3.54 (2H, ddd), 3.67 (2H, ddd), 3.95 (1H, m), 4.98 (1H, br).

The chemical industry reduces the impact on the environment during synthesis 155310-11-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Seikagaku Corporation; Miyamoto, Kenji; Yasuda, Yosuke; Takeuchi, Hisayuki; Yoshioka, Keiji; (69 pag.)US2016/151506; (2016); A1;,
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Related Products of 18385-82-5, 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 18385-82-5, name is 7-Bromochroman-4-ol. This compound has unique chemical properties. The synthetic route is as follows.

7-bromochaoman-4-ol (8.80 mmol, crude), TBSCl (1.64 g, 10.5 mmol), and imidazole (1.80 g, 26.4 mmol) were stirred in DCM (17 mL) at r.t. After 16h the reaction was quenched by the addition of water (100 mL) and DCM (100 mL). The organic layer was removed and the aqueous layer was extracted with DCM (2 x 100 mL). The combined organic fractions were dried with Na2SO4 and concentrated. The crude product was purified by column chromatography to provide ((7-bromochroman-4-yl)oxy)(tert-butyl)dimethylsilane (2.9 g, 96%). mlz 375.0 [M+MeOH+H]+, 1H NMR (400 MHz, Chloroform-d) 7.05 (d, J = 8.0 Hz, 1H), 7.02 – 6.94 (m, 2H), 4.74 (t, J = 4.6Hz, 1H), 4.31 (ddd, J 10.9, 9.6, 3.0 Hz, 1H), 4.20 (ddd, J = 10.9, 5.7, 3.6 Hz, 1H), 2.11 – 1.88 (m,2H), 0.90 (s, 9H), 0.15 (s, 3H), 0.13 (s, 3H).

According to the analysis of related databases, 18385-82-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; XENON PHARMACEUTICALS INC.; BERGERON, Phillipe; BURFORD, Kristen; CHOWDHURY, Sultan; DEHNHARDT, Christoph Martin; FOCKEN, Thilo; GRIMWOOD, Michael Edward; HASAN, Abid; LAI, Kwong Wah; LIU, Zhiguo; MCKERRALL, Steven; NGUYEN, Teresa Phuongtram; SAFINA, Brian; SUTHERLIN, Daniel; TAN, Wang Tao; (470 pag.)WO2017/58821; (2017); A1;,
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