Author: tianli

Electric Literature of 5182-44-5, 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. 5182-44-5, name is 2-(3-Chlorophenyl)ethanol. A new synthetic method of this compound is introduced below.

(c) 2-(3-Chlorophenyl)ethanol (48.2 g) and paraformaldehyde (10.8 g) were mixed and warmed to 70 on an oil bath. A stream of hydrogen chloride gas was passed vigorously through the suspension for about 7 hr. The reaction mixture was then allowed to stand at room temperature overnight. Aqueous sodium hydroxide solution (100 g/100 ml) was added cautiously to the reaction mixture. After the initial reaction subsided the rest of the alkali solution was run in fast and the resulting mixture was heated at reflux on an oil bath for 2 hr. The reaction mixture was cooled and extracted into ether (3*100 ml). The ether layer was dried (sodium sulphate) and evaporated in vacuo to give the 6-chloroisochroman as an oil (46 g), which was purified by distillation in vacuo (25.1 g, b.pt. 76-80/0.6 mmHg), characterised by its nmr spectrum.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5182-44-5, 2-(3-Chlorophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Burroughs Wellcome Co.; US4801593; (1989); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 5333-42-6, 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. 5333-42-6, name is 2-octyldodecan-1-ol, molecular formula is C20H42O, 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.

To a solution of 2-octyl-1-dodecanol (5.88 g, 19.7 mmol), triphenylphosphine (6.20 g, 23.6 mmol) and imidazole (1.61g, 23.6 mmol) in CH2Cl2 (40 mL) was slowly added bromine (3.78 g, 10.4 mmol) at 0 C, and the mixture was stirred at room temperature for 24 h. The reaction was then quenched with 3% Na2S2O3 aq. The product was extracted withhexane, and then the hexane layer was washed with brine. After drying the solution over MgSO4 followed by filtration,the filtrate was condensed under the reduced pressure. The crude product was purified by silica gel columnchromatography using hexane/CH2Cl2 (1/1, v/v) as an eluent to afford 1 as transparent oil (5.80 g, 82%). 1H NMR (300MHz, CDCl3, delta, ppm, 25 C): 3.44 (d, J=3.9 Hz, 2H, Br-CH2-CH), 1.64-1.53 (m, 1H, Br-CH2-CH), 1.44-1.17 (m,32H, -CH2-), 0.88 (t, J=5.1 Hz, 6H, -CH3). 13C NMR (75 MHz, CDCl3, delta, ppm, 25 C): 39.89, 39.65, 32.72-26.72(14 carbons), 22.86 (2 carbons), 14.28 (2 carbons). IR (NaCl), v (cm-1): 2924 (alkyl C-H).

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 5333-42-6, 2-octyldodecan-1-ol.

Reference:
Article; Aoyagi, Koutarou; Shoji, Yu; Otsubo, Saika; Kawauchi, Susumu; Ueda, Mitsuru; Matsumoto, Hidetoshi; Higashihara, Tomoya; Bulletin of the Chemical Society of Japan; vol. 87; 10; (2014); p. 1083 – 1093;,
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Reference of 16369-21-4, 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. 16369-21-4, name is 2-(Propylamino)ethanol, molecular formula is C5H13NO, 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 mixture of 2-(bis{2-[(methylsulfonyl)oxy]ethyl}amino)-3,5-dinitrobenzoic acid (43) (333 mg, 0.7 mmol) and MgO (341 mg, 8.5 mmol) in CH2Cl2 ( 5 mL) was cooled to 0 C and treated with oxalyl chloride (364 muL, 4.2 mmol ) and DMF (3 drops). The mixture was stirred at 15 0C for 1 h, filtered and then treated with a solution of 2-(propylamino)ethanol (105 muL, 0.9 mmol) and triethyl amine (160 muL, 1.1 mmol) in CH2Cl2 (5 niL) The mixture was stirred at 0 C for 40 min, diluted with CH2Cl2, washed with water and aqueous solution of methane sulfonic acid. The organic layers were dried with Na2 SO4 and then concentrated under reduced pressure. The residue was then purified by flash column chromatography on silica gel eluting with CH2Cl2/MeOH (99:1) to provide 2-(2-{[(2- hydroxyethyl)(propyl)amino]carbonyl} {2-[(methylsulfonyl)oxy]ethyl}-4,6-dinitroanilino)ethyl methanesulfonate (20) (230 mg, 58 %) as a yellow gum; 1H NMR [(CDO2SO] (mixture of rotamers) 6 8.71, 8.69 (2dJ = 2.8 Hz, IH), 8.38, 8 25 (2d, / = 2.8 Hz, IH), 4.85, 4.82 (2t, J = 5.2 Hz, IH), 4.32-4.27 (m, 4H), 3.68-3.50 (m, 5H), 3.45-3.39 (m, 3H), 3.34-3.19 (m, 2H), 3.14 (2s, 6H), 1.70-1.60 (m, 2H), 0.93, 0.73 (2tJ = 7.4 Hz, 3H) HRMS(ESI) calcd for C18H29N4O12S2 [M+H]+ »/?* 557.1218: found 557.1202.

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 16369-21-4, 2-(Propylamino)ethanol.

Reference:
Patent; AUCKLAND UNISERVICES LIMITED; PATTERSON, Adam, Vorn; SMAILL, Jeffrey, Bruce; DENNY, William, Alexander; WILSON, William, Robert; SYDDALL, Sophie; ASHOORZADEH, Amir; WO2010/44685; (2010); A1;,
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Related Products of 115652-52-3 ,Some common heterocyclic compound, 115652-52-3, molecular formula is C4H10ClNO, 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.

To a mixture of 2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -2-phenylpropanoic acid (40 mg, 0.1 mmol) , (1-aminocyclopropyl) methanol hydrochloride (16 mg, 0.13 mmol) , DIPEA (60 mg, 0.46 mmol) in DMF (1 mL) was added HATU (50 mg, 0.13 mmol) at rt and the mixture was stirred at rt for 3 hrs. The mixture was diluted with 15 mL of EtOAc, washed with brine (5 mL x 3) , dried over Na 2SO 4, concentrated and the resulted oil was purified by prep-TLC (EtOAc: 100%) to give the title product (28.0 mg, yield: 61%) after lyophilization. 1H NMR (400 MHz, DMSO-d6) delta 8.22 (s, 1H) , 8.10 -7.82 (m, 3H) , 7.75 (s, 1H) , 7.35 -7.19 (m, 4H) , 7.11 (d, J = 8.0 Hz, 2H) , 6.79 -6.69 (m, 1H) , 4.55 (t, J = 5.6 Hz, 1H) , 3.59 (dd, J = 11.2, 6.0 Hz, 1H) , 3.41 (dd, J = 11.2, 5.6 Hz, 1H) , 2.25 (s, 3H) , 0.73 -0.50 (m, 4H) . MS: M/e 459 (M+1) +.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,115652-52-3, its application will become more common.

Reference:
Patent; BEIGENE, LTD.; ZHANG, Guoliang; ZHOU, Changyou; (152 pag.)WO2019/196803; (2019); A1;,
Alcohol – Wikipedia,
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Related Products of 403-41-8, Adding some certain compound to certain chemical reactions, such as: 403-41-8, name is 1-(4-Fluorophenyl)ethyl Alcohol,molecular formula is C8H9FO, 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 403-41-8.

General procedure: beta-Dicarbonyl compound (3.0 mmol) and alcohol (1.0 mmol) were combined in 2 mL of nitromethane, and H2SO4 (2.7 muL, 0.05 mmol) was added, and the resulting mixture was stirred under 101 oC with the microwave irradiation (650 W, 70%) for 5 min. Then Na2CO3 (10 mg) was added to the reaction mixture to quench the reaction and the solvent of the reaction mixture was removed under reduced pressure and the residue was passed through the flash column chromatography on silica gel to afford the product.

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. 403-41-8, 1-(4-Fluorophenyl)ethyl Alcohol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Xia, Fei; Zhao, Zheng Le; Liu, Pei Nian; Tetrahedron Letters; vol. 53; 23; (2012); p. 2828 – 2832;,
Alcohol – Wikipedia,
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Electric Literature of 1805-32-9 ,Some common heterocyclic compound, 1805-32-9, molecular formula is C7H6Cl2O, 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: Dissolved e1 – e3 (1.0 equiv) completely in dry DMF, then added NaH (2.2 equiv) to the reaction slowly at 0 C and the resulting mixture was stirred for 20 minutes, and then corresponding R2(CH2)nOH or g1 – g5 (1.2 equiv) was added and the reaction mixture was stirred for 1 h at room temperature. Then it was quenched by H2O, washed with brine and extracted with ethyl acetate. The combined organic layers were dried over anhydrous Na2SO4 and concentrated under vacuum. The residue was purified by chromatography on a silica gel chromatography (petroleum ether/ ethyl acetate = 8:1 to 4:1) to give corresponding products h1 – h22 (yield 75% – 89%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1805-32-9, its application will become more common.

Reference:
Article; Cheng, Kai; Li, Shiyu; Lv, Xiao; Tian, Yongbin; Kong, Haiyan; Huang, Xufeng; Duan, Yajun; Han, Jihong; Xie, Zhouling; Liao, Chenzhong; Bioorganic and Medicinal Chemistry Letters; vol. 29; 8; (2019); p. 1012 – 1018;,
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Application of 627-30-5, 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 627-30-5, name is 3-Chloropropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

2. Preparation of 3-Chloro-1-trimethylsilyloxy-propane Lot 8853 (461-6) A one liter, three-necked flask was fitted with a large magnetic stir bar, a reflux condenser, a teflon clad thermocouple, a 250 ml. pressure-equalizing addition funnel, and an argon inlet. This apparatus was dried in an oven overnight, assembled hot, and allowed to cool to room temperature in a stream of argon. The flask was charged with 189.08 grams (2.00 mole, 1.00 equivalent) of 3-chloro-1-propanol, and 400 ml. of cyclohexane. This formed a two-phase solution. Hexamethyldisilazane, 167.86 grams (1.04 mole, 0.52 equivalent) was then added dropwise. There was an initial exotherm, then the temperature slowly declined. The reaction flask was swept with a slight positive flow of argon, above the level of the liquid. After about one third of the feed had been added, ammonia fumes were detected exiting from the apparatus with pH paper. Total feed time was ninety five minutes. At the end of the feed, the reaction mixture was homogenous. The reaction mixture was stirred at room temperature for two hours, then an aliquot was withdrawn, and analyzed by Gas Chromatography (GC). The conversion to the desired product was 74.6%. The catalyst, trimethylsilylchloride (0.5 ml.) was then added with a pipette. A white precipitate formed immediately. The reaction mixture was heated to reflux with a heating mantle. After two and three quarter hours heating, the heat source was removed. After six and a quarter hours, an aliquot was removed, and analyzed by GC. The conversion to the desired product was 92.0%. The reaction mixture was again heated to reflux, and held at reflux for an additional five hours, then allowed to stir at room temperature overnight. In the morning, the reaction mixture was still hazy. The conversion was 98.4%. The reaction mixture was heated to reflux for an additional three hours, then allowed to cool to room temperature. The reaction mixture was clear and homogenous at this time. The conversion was 98.8%. The total time the reaction mixture was at reflux was ten and three-quarters of an hour. The reaction mixture was transferred to a dry, one liter, single-necked flask. The product was purified by distillation through a twelve inch Vigreux column. The desired product had a boiling point of 154-157 C. This afforded a clear, colorless oil, yield=298.59 grams, 90.2%.

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 627-30-5, 3-Chloropropan-1-ol.

Reference:
Patent; FMC Corporation; US5403946; (1995); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 4442-79-9, 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. 4442-79-9, name is 2-Cyclohexylethanol. A new synthetic method of this compound is introduced below.

General procedure: To a solution of oleoside 11-methylester tetraacetate 3 or oleoside tetraacetate 5 (1 equiv.) in dichloromethane were added at 0C 1.2 equiv of trichlorobenzoyl chloride and 1.4 equiv triethylamine. After 2h stirring at room temperature, the mixture was cooled to 0C and a solution of alcohol/thiol/amine (1.5 equiv.) in dichloromethane and DMAP (1.4 equiv.) were added. After stirring for 2hat room temperature, the mixture was quenched with a saturated aqueous solution of NH4Cl and extracted with dichloromethane and ethyl acetate. The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure. Purification by flash chromatography (cyclohexane/ethylacetate 1:1) led to the acetylated derivatives.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4442-79-9, 2-Cyclohexylethanol, and friends who are interested can also refer to it.

Reference:
Article; Samara, Pinelopi; Christoforidou, Nikoleta; Lemus, Christelle; Argyropoulou, Aikaterini; Ioannou, Kyriaki; Vougogiannopoulou, Konstantina; Aligiannis, Nektarios; Paronis, Efthimios; Gaboriaud-Kolar, Nicolas; Tsitsilonis, Ourania; Skaltsounis, Alexios-Leandros; European Journal of Medicinal Chemistry; vol. 137; (2017); p. 11 – 29;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 196811-90-2, 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. 196811-90-2, name is 2-(4-(Trifluoromethoxy)phenyl)ethanol, molecular formula is C9H9F3O2, 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.

MsCl (199 mg, 1.74 mmol) was added dropwise into a mixture of 2-[4- (trifluoromethoxy)phenyl]ethan-l-ol (300 mg, 1.46 mmol), dichloromethane (10 mL), and TEA (439 mg, 4.34 mmol) at 0C in 5 min under nitrogen. The resulting solution was stirred for 12h at room temperature and concentrated under vacuum. This resulted in the title compound (410 mg, crude) as a white solid

According to the analysis of related databases, 196811-90-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; PARAZA PHARMA, INC.; BEAUMIER, Francis; DERY, Martin; LAROUCHE-GAUTHIER, Robin; CHEN, Huifen; SHORE, Daniel; VILLEMURE, Elisia; VOLGRAF, Matthew; HU, Baihua; LU, Aijun; CRIDLAND, Andrew; WARD, Stuart; (212 pag.)WO2018/96159; (2018); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 39590-81-3, Adding some certain compound to certain chemical reactions, such as: 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane,molecular formula is C5H10O2, 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 39590-81-3.

2. Alternative Procedure [0148] 1,1-Bis(hydroxymethyl)cyclopropane (40.00 g, 388 mmol) was added to a flask followed by acetone (400 mL, 15 vol) and the reaction was cooled to 0 C. Triethylamine (87.16 g, 861 mmol, 2.2 eq.) was added to the reaction and then methanesulfonyl chloride (98.68 g, 861 mmol, 2.2 eq) was added slowly such that the internal temperature does not rise above 10 C. A white precipitate forms during the addition of methanesulfonyl chloride. After the addition is complete, the reaction was allowed to stir at 0 C. for 1 h and then warmed to 20 C. and allowed to stir for 2 hours. [0149] Once the reaction was judged complete, 800 mL (30 volumes) water were added and the reaction was stirred for 15 minutes. The reaction was then filtered and washed with 100 mL water. The product was isolated on the filter as a white solid. Upon drying under vacuum at 20 C., yield 85.5 g, 86%. 1H NMR (400 MHz, CDCl3) delta 4.16 (s, 2H), 3.06 (s, 3H), 0.83 (s, 2H).

According to the analysis of related databases, 39590-81-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gilead Sciences, Inc.; Scott, Robert William; Vitale, Justin Philip; Matthews, Kenneth Stanley; Teresk, Martin Gerald; Formella, Alexandra; Evans, Jared Wayne; US2013/324740; (2013); A1;,
Alcohol – Wikipedia,
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