Tag: M.W=100-200

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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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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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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Synthetic Route of 1875-89-4, 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 1875-89-4, name is 2-(m-Tolyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 97 5-{(2R)-2-[(2R)-2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid bis-(2-m-tolyl-ethyl) ester hydrochloride salt The title compound was prepared as a brown oil from 5-{2-[2-(3-chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid and 2-(3-methylphenyl)ethanol according to the procedure of Example 1; yield: 81percent; 1 H NMR (300 MHz, CDCl3): delta 1.12 (m, J=6.3 Hz, 3H),2.27 (s, 6H), 2.79 (m, 7H), 3.19 (m, 1H), 3.48 (m, 2H), 4.29 (m, J=6.6 Hz, 4H), 5.49 (m, 1H,) 6.75 (m, J=8.1 Hz, 1H), 6.83 (m, 1H), 7.05 (m, 8H), 7.20 (m, 1H), 7.27 (m, 1H), 7.43 (s, 1H), 7.5 (m, 2H); MS (ES) m/z (relative intensity): 658 (M+ +H, 100).

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 1875-89-4, 2-(m-Tolyl)ethanol.

Reference:
Patent; American Home Products Corporation; US5914339; (1999); A;,
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Electric Literature of 13651-14-4 , The common heterocyclic compound, 13651-14-4, name is (2,3-Dimethylphenyl)methanol, molecular formula is C9H12O, 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.

General procedure: A mixture containing benzyl alcohol(1 mmol), beta-naphthol (1 mmol), 4-hydroxycoumarin(1 mmol), 4 mmol % of [BDBDMIm]Br, and 0.05 g of CAN was stirred at room temperature for the requiredreaction times. Progress of the reaction was monitoredby TLC (EtOAc : petroleum ether, 1 : 3). Uponcompletion of the process the product was extractedwith CHCl3/H2O. The organic phases was separatedand the solvent evaporated. Crystallization of theresidue gave the pure product. The aqueous phase wasconcentrated under reduced pressure, washed withEt2O, and evaporated under reduced pressure torecover the ionic liquid for subsequent use.

The synthetic route of 13651-14-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gharib; Nikpassand; Russian Journal of General Chemistry; vol. 86; 12; (2016); p. 2759 – 2767; Zh. Obshch. Khim.; vol. 86; (2016); p. 2759 – 2767,9;,
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Reference of 54410-90-1 ,Some common heterocyclic compound, 54410-90-1, molecular formula is C11H22O, 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.

General procedure: The compound (T-19) (5.00 g), the compound (T-18) (8.29 g), DMAP (1.0 g) and methylene chloride (80 ml) were placed in a reactor and cooled to 0 C.A solution of DCC (5.00 g) in dichloromethane (40 ml) was slowly added dropwise thereto, returned to room temperature and stirred for 12 hours.After the insolubles were separated, the reaction mixture was poured into water and the aqueous layer was extracted with dichloromethane.The organic layer formed simultaneously with water washing was dried over anhydrous magnesium sulfate.The solution was concentrated under reduced pressure and the residue was purified by silica gel chromatography (volume ratio, heptane: toluene = 1: 1) to obtain compound (T-20) (8.66 g; 75%).

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. 54410-90-1, 4-Pentylcyclohexanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jieenzhi Co., Ltd.; Jieenzhi Petrochemical Co., Ltd.; Tian Zhongyuzhi; Shi Yekuangyi; Jin Tengshishang; Di Tianhekuan; (145 pag.)CN107108457; (2017); A;,
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Related Products of 1875-89-4, Adding some certain compound to certain chemical reactions, such as: 1875-89-4, name is 2-(m-Tolyl)ethanol,molecular formula is C9H12O, 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 1875-89-4.

Example 3:; 3-(lH-Indol-2-ylV4-(2-m-tolyl-ethoxyMH-pyridin-2-one; a) 2-[2-Methoxy-4-(2-m-tolyl-ethoxy)-pyridin-3-yl]-lH-indole; A mixture of 2-(4-iodo-2-methoxy-pyridin-3-yl)-lH-indole (20 mg, 57 mumol), copper iodide (1.09 mg, 5.7 mumol), 1,10-phenanthroline (2.0 mg, 11.4 mumol) and cesium carbonate (37 mg, 11.4 mumol) are suspended in 2-m-tolylethanol (85 mul, 0.62 mmol) under inert gas atmosphere in a sealed tube which is heated at 110 0C for 24 hours. The reaction mixture is treated with ethyl acetate (10 ml), water (10 ml) and cone, aqueous ammonia (100 mul). The phases are separated, worked up and extracted with ethyl acetate. The product is purified by preparative chromatography. Yield: 10 mg (47 percent).1H-NMR (400 MHz, D6-DMSO): delta= 10.82 (br, IH), 8.05 (d, IH), 7.49 (d, IH), 7.42 (d, IH), 7.15 – 7.05 (m, 4H), 7.01 – 6.94 (m, 3H), 6.67 (s, IH), 4.37 (t, 2H), 3.93 (s, 3H), 3.05 (t, 2H), 2.16 (s, 3H)MS: M = 359.12 (ESI+)

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. 1875-89-4, 2-(m-Tolyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/25526; (2008); A1;,
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