Author: tianli

Reference of 52273-77-5 ,Some common heterocyclic compound, 52273-77-5, molecular formula is C8H11NO, 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.

2- (3-aminophenyl) ethanol (3. 01G, 21. 9mmol), acetone (53ml) and conc. HCl (9ml) was mixed and cooled to 0C. Sodium nitrite (1.86g, 21. 9MMOL) dissolved in 4ML water was added. The temperature was kept under 0C. After 1H methyl acrylate (18. 9g, 219. 4MMOL) was added and then Cu (I) I (0.42g, 2. 19MMOL) in portions. The mixture was stirred at room temperature over night. The acetone was evaporated and water was added. The water phase was extracted three times with ethyl acetate. The organic phases were pooled and washed (water, brine), dried (MGS04) and evaporated. The crude product was purified by flash chromatography using a 60: 40 mixture of ethyl acetate/toluene as eluent to yield 2.95g of the desired product (yield 55%). 1HNMR (400MHZ, CDC13) : 2. 85 (t, 2H), 3.16 (dd, 1H), 3.35 (dd, 1H), 3.74 (s, 3H), 3.85 (t, 2H), 4.45 (t, 1H), 7.05-7. 28 (M, 4H)

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. 52273-77-5, 2-(3-Aminophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/113282; (2004); A1;,
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Synthetic Route of 14631-46-0 ,Some common heterocyclic compound, 14631-46-0, molecular formula is C9H11NO, 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 intermediate 8-hydroxy-5,6,7,8-tetrahydroquinoline was prepared according to the procedure described in Bridger et. al. PCT International application PCT/CA00/00321. For the purposes of illustration, the synthesis of (R)-(-)-8-amino-5,6,7,8-tetrahydroquinoline is described.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14631-46-0, its application will become more common.

Reference:
Patent; McEachern, Ernest J.; Bridger, Gary J.; Skupinska, Krystyna A.; Skerlj, Renato T.; US2003/114679; (2003); A1;,
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Synthetic Route of 2009-83-8, Adding some certain compound to certain chemical reactions, such as: 2009-83-8, name is 6-Chlorohexan-1-ol,molecular formula is C6H13ClO, 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 2009-83-8.

(1), in order to P-nitro phenol, 6- chlorine oneself alcohol and sodium hydroxide is used as a raw material, molar ratio of 1 : 1.2: 1.3, water as the solvent, 85 C reaction 6 hours to obtain P-nitrophenyl oxygen hexanol, after filtering first, solid for the removal of residual nitro phenol, filtered, the solid is dried in a vacuum oven, to obtain the product.Repeat embodiment 1 is the same as the steps in the operation of (2) (3) (4) (5) (6) (7) (8).

According to the analysis of related databases, 2009-83-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Changzhou University; Xue, Xiaoqiang; Jiang, Bibiao; Huang, Wenyan; Yang, Hongjun; (9 pag.)CN105732417; (2016); A;,
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Related Products of 55414-72-7, 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. 55414-72-7, name is (2-Amino-5-methoxyphenyl)methanol, molecular formula is C8H11NO2, 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.

A solution of compound 8 (240 mg, 1.22 mmol) and EDC·HCl (277 mg, 1.44 mmol) in DMF (2 mL) was stirred at room temperature for 5 min, then cooled to 0 C. To this solution was added successively 1-hydroxybenzotriazole (195 mg, 1.44 mmol), a solution of compound 4 (207 mg, 1.35 mmol) in DMF (2 mL), and triethylamine (0.25 mL, 1.80 mmol). The mixture was warmed to room temperature and stirred under N2 atmosphere for 6 h. The solvent was removed under reduced pressure and the crude product was partitioned between aqueous HCl (10 mL, 1 N) and ethyl acetate (20 mL). The aqueous layer was extracted with ethyl acetate (4 * 20 mL). The organic layers were combined and washed with water (10 * 20 mL), then dried with MgSO4 and concentrated onto silica under reduced pressure. The residue was subjected to flash chromatography eluting with 1:9?3:7 ethyl acetate/dichloromethane, to afford the title compound as a pale yellow solid (238 mg, 59%); mp 168-170 C; IR (neat) numax (cm-1): 3375, 3257, 3067, 3021, 2946, 2840, 2656, 2321, 2085, 2008, 1926, 1790, 1647, 1578, 1538, 1505; 1H NMR (400 MHz, CD3CN) delta 8.64 (s, 1H, NH), 8.14 (d, J = 9.1 Hz, ArH3), 7.66 (d, J = 8.7 Hz, ArH6′), 7.20 (d, J = 2.8 Hz, ArH6), 7.15 (dd, J = 9.1, 2.8 Hz, ArH4), 6.98 (d, J = 3.0 Hz, ArH3′), 6.92 (dd, J = 8.7, 3.0 Hz, ArH5′), 4.63 (s, 2H, CH2), 3.94 (s, 3H, OCH3), 3.77 (s, 3H, OCH3), 3.45 (s, 1H, OH); 13C{1H} NMR (101 MHz, CD3CN) delta 165.8 (C=O), 164.9 (C5), 158.6 (C4′), 140.2 (C1), 137.1 (C1′), 136.6 (C2), 129.1 (C2′), 128.2 (C3), 126.7 (C6′), 115.9 (C4), 115.1 (C6), 114.4 (C3′), 113.7 (C5′), 62.5 (CH2), 57.2 (OCH3), 56.1 (OCH3); HRMS (ESI,+ve) C16H16N2O6Na+ [MNa+] requires m/z 355.0901, found 355.0894.

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 55414-72-7, (2-Amino-5-methoxyphenyl)methanol.

Reference:
Article; Lizarme, Yuvixza; Wangsahardja, Jonatan; Marcolin, Gabriella M.; Morris, Jonathan C.; Jones, Nicole M.; Hunter, Luke; Bioorganic and Medicinal Chemistry; vol. 24; 7; (2016); p. 1480 – 1487;,
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Related Products of 39067-45-3, 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 39067-45-3, name is 3-(Diethylamino)-2,2-dimethylpropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE III 3-Diethylamino-2,2-dimethylpropyl 3,4-dimethoxyphenylcinnamate hydrochloride 3,4-Dimethoxycinnamic acid (31.4 g, 0.15 mole) was added with rapid stirring to thionyl chloride (52.5 ml) and refluxed for 4 hours. The mixture was stripped of excess thionyl chloride under reduced pressure, benzene (100 ml) was added, and the mixture was again stripped of solvent. The residue was treated with a solution of 3-diethylamino-2,2-dimethylpropanol (24.2 g, 0.15 mole) in benzene (500 ml), refluxed for 3 hours, cooled, diluted with petroleum ether (500 ml), and stored overnight at room temperature. The benzene-petroleum ether solution was decanted, the residue dissolved in H2 O (800 ml), and the solution adjusted to pH 8 with saturated aqueous K2 CO3 (60 ml). The product was extracted from the aqueous phase with benzene (800 ml) in portions and the extract dried overnight over MgSO4 and Darco. The solution was filtered and the filtrate adjusted to pH 3 with a solution of dry HCl in ether (cooled in ice bath). Petroleum ether (500 ml) was added and the product oiled out of solution. The benzene-petroleum ether solution was decanted, chloroform (5-0 ml) was added and the mixture was stripped to dryness under reduced pressure. This procedure was repeated three times and then the residue was washed with anhydrous ether (scratching induced crystallization). The product was collected by filtration, yield: 34 g (59%). A sample was recrystallized from ethyl acetate, m.p. 135-138. Anal. Calc’d for C20 H31 NO4.HCl: C, 62.24; H, 8.36; N, 3.63. Found: C, 62.43; H, 8.37; N, 3.62.

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 39067-45-3, 3-(Diethylamino)-2,2-dimethylpropan-1-ol.

Reference:
Patent; Morton-Norwich Products, Inc.; US3946042; (1976); A;,
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Synthetic Route of 3391-10-4, 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. 3391-10-4, name is 1-(4-Chlorophenyl)ethanol. A new synthetic method of this compound is introduced below.

General procedure: In a test tube, 1,3-dicarbonyl compound (1.5 mmol), alcohol or alkene (1.0 mmol) and catalyst (0.013 mmol) were mixed and stirred at 100 C for 5 h under solvent-free conditions. At the end of the reaction, Et2O (10 ml) was added and the catalyst was filtered. The pure product was isolated by chromatography on a silica gel plate (petroleum ether/ethylacatate = 9/1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3391-10-4, its application will become more common.

Reference:
Article; Barati, Behjat; Moghadam, Majid; Rahmati, Abbas; Mirkhani, Valiollah; Tangestaninejad, Shahram; Mohammadpoor-Baltork, Iraj; Catalysis Communications; vol. 29; (2012); p. 122 – 126;,
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Adding a certain compound to certain chemical reactions, such as: 17849-38-6, 2-Chlorobenzyl alcohol, 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, Recommanded Product: 2-Chlorobenzyl alcohol, blongs to alcohols-buliding-blocks compound. Recommanded Product: 2-Chlorobenzyl alcohol

a) 100 ml of HBr (48%) were heated to 90 and treated portionwise with 1.43 g (0.01 mol) of 2-chlorobenzyl alcohol. The mixture was stirred for 1/4 hr. and then cooled to room temperature. The mixture was extracted with ethyl acetate and the organic phase was washed with water and saturated sodium chloride solution and dried over sodium sulfate. 1.75g (85%) of 2-chlorobenzyl bromide were obtained as a slightly turbid, colorless oil; b.p. 130/30 mmHg.

The synthetic route of 17849-38-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-La Roche Inc.; US5753679; (1998); A;,
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Adding a certain compound to certain chemical reactions, such as: 4254-29-9, 2,3-Dihydro-1H-inden-2-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, Recommanded Product: 4254-29-9, blongs to alcohols-buliding-blocks compound. Recommanded Product: 4254-29-9

2-hydroxy indan (100 g) was dissolved in 1,2-dichloroethane (400 ml) and added to thionyl chloride (125 g) slowly over a period of an hour. Temperature was maintained at less than 10 C. Thereafter, the reaction mass was slowly heated and refluxed till the completion of the reaction. The reaction was monitored by TLC. The reaction mass was cooled to room temperature and poured in to ice water, stirred for 1 hour and organic layer was separated. The aqueous layer was extracted with dichloroethane. Organic layers were combined and washed with water, sodium bicarbonate solution and dried over anhydrous sodium sulphate. Solvent was distilled out completely and the crude product was distilled under vacuum to obtain 2-chloroindan as a colorless liquid (118 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4254-29-9, 2,3-Dihydro-1H-inden-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; REDDY, G. Pratap; SUNKU, Venkataiah; BABU, Sunkaraneni Suresh; (14 pag.)US2018/215714; (2018); A1;,
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Electric Literature of 445-26-1, 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 445-26-1, name is 1-(2-Fluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

Example 126 1-(2-Fluorophenyl)ethyl N-{2-chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl}carbamate 2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]aniline (83 mg) was added to toluene/triethylamine = 10/1 (8 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (134 mg)in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 2-fluoro-alpha-methylbenzyl alcohol (55 mg) was added thereto, and the mixture was further stirred with heating under reflux for 2 hr. After the completion of the reaction, the reaction solution was allowed to cool to room temperature before distilled water was added thereto. The mixture was subjected to separatory extraction with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution and saturated brine. The washed solution was dried over sodium sulfate and was concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (60 mg, yield 45%). 1H-NMR (CDCl3, 400 MHz): 8.80 (1H, s), 8.37 (1H, d, J = 9.2 Hz), 8.15 (1H, s), 7.58 (1H, s), 7.43 – 7.52 (1H, m), 7.32 (1H, d, J = 2.7 Hz), 7.28 – 7.35 (1H, m), 7.15 – 7.20 (2H, m), 7.06 – 7.11 (1H, m), 6.19 (1H, q, J = 6.6 Hz), 4.19 (3H, s), 4.12 (3H, s), 1.66 (3H, d, J = 6.6 Hz) Mass spectrometry value (ESI-MS, m/z): 499 (M++1)

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 445-26-1, 1-(2-Fluorophenyl)ethanol.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1243582; (2002); A1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 29683-23-6, Tetrahydro-2H-thiopyran-4-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: Tetrahydro-2H-thiopyran-4-ol, blongs to alcohols-buliding-blocks compound. name: Tetrahydro-2H-thiopyran-4-ol

Tetrahydro-2H-thiopyran-4-ol 23a (350 mg, 2.97 mmol, prepared by a method disclosed in EP Patent Application Publication EP1466898 A1) was placed in a reaction flask, followed by addition of triethylamine (606 mg, 5.94 mmol), 4-dimethylaminopyridine (36 mg, 0.30 mmol), 20 mL of dichloromethane, and p-toluenesulfonyl chloride (848 mg, 4.45 mmol). After reacting for 12 hours, the reaction solution was mixed with 30 mL of water, and left to stand and separate. The aqueous phase was then extracted with dichloromethane (10 mL*2). The organic phases were combined, washed with saturated sodium chloride solution (30 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography with elution system B to obtain the title compound tetrahydro-2H-thiopyran-4-yl-4-methylbenzenesulfonate 23b (556 mg, yield 68.9%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29683-23-6, Tetrahydro-2H-thiopyran-4-ol, and friends who are interested can also refer to it.

Reference:
Patent; Shanghai Hengrui Pharmaceutical Co., Ltd.; Jiangsu Hengrui Medicine Co., Ltd.; Lu, Hejun; Sun, Piaoyang; Fei, Hongbo; Jiang, Hongjian; Wang, Haowei; Dong, Qing; US2015/225381; (2015); A1;,
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