Category: alcohols-buliding-blocks

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. 402-63-1, name is 1-(3-Fluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. 402-63-1

In a round-bottomed flask, 400 mg of (S)-2-chloro-8-trifluoromethyl-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one (Example 1d) are introduced into 20 ml of tetrahydrofuran, 1.6 g of resin-supported triphenylphosphine (3 mmol/g) and 663 mg of 1-(3-fluorophenyl)ethanol. The reaction mixture is then stirred at ambient temperature for 5 minutes, before the addition of 0.790 ml of diethyl azodicarboxylate. After stirring for 1 hour at ambient temperature, the reaction mixture is filtered and the filtrate is concentrated under reduced pressure.The residue is taken up with ethyl acetate and water. The organic phase is separated and then dried over magnesium sulphate, filtered, and concentrated under reduced pressure. After purification by silica chromatography (eluent: CH2Cl2/EtOAc 96/04), 150 mg of (S)-2-chloro-1-[1-(3-fluorophenyl)ethyl]-8-trifluoromethyl-1,6,7,8-tetrahydropyrimido[1,2-a]pyrimidin-4-one are obtained, in the form of a single diastereoisomer (undetermined configuration on the phenethyl chain).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,402-63-1, 1-(3-Fluorophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Sanofi; Baku, Eritsuku; Bulolo, Morice; Cross, Annie; El Amado, Youssef; Fuiroshiyu, Lom Brunnow; Array, Frank; Carlson, Carl Andreas; Marciniak, Gilbert; Ronan, Baptiste; Shio, Laulan; Bibe, Bertrand; Viviani, Fabrice; Zimerman, Andre; (90 pag.)JP5655070; (2015); B2;,
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311-86-4, 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. 311-86-4, name is 2-Bromo-3,3,3-trifluoropropan-1-ol, molecular formula is C3H4BrF3O, 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 cold mixture of triphosgene (0.9 equiv.) and 2-bromo-3,3,3-trifluoropropan-1-ol (2equiv.) in THF was added pyridine (2 equiv.). The mixture was stirred at 0 C for 30 mm. In a separate flask, a suspension of Intermediate 2 (1 equiv.) in pyridine (2 equiv.) was cooled to 0C. To this suspension was added the mixture of triphosgene and bromopropanol via syringe, and the resulting mixture was heated to 60 C for 24 h. Contents were concentrated in vacuo, and the residue was diluted with ethyl acetate and washed with iN HC1 solution. The organic layer was dried over Mg504, filtered, and concentrated in vacuo to give a crude oil. The oil was purified via silica gel chromatography utilizing a 0-100% ethyl acetate/hexanes gradient todeliver the desired carbamate intermediate, 2-bromo-3,3,3-trifluoropropyl(2-( 1 -(2-fluorobenzyl)-5 -(isoxazol-3 -yl)- 1 H-pyrazol-3 -yl)pyrimidin-4-yl) carbamate (77 mg, 4% yield) as a light brown oil.1H NMR (500 MHz, CDC13) oe ppm 8.46 – 8.48 (m, 1 H), 8.07 (br. s., 1 H), 7.86 (d, 1 H), 7.44 -7.47 (m, 1 H), 7.17 – 7.24 (m, 1 H), 7.00 – 7.07 (m, 1 H), 6.93 – 7.00 (m, 1 H), 6.78 – 6.85 (m, 1 H), 6.57 – 6.62 (m, 1 H), 6.02 (s, 2 H), 4.28 (quind, 1 H), 3.93 – 4.15 (m, 2 H).

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. 311-86-4, 2-Bromo-3,3,3-trifluoropropan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NAKAI, Takashi; MOORE, Joel; PERL, Nicholas Robert; IYENGAR, Rajesh R.; MERMERIAN, Ara; IM, G-Yoon Jamie; LEE, Thomas Wai-Ho; HUDSON, Colleen; RENNIE, Glen Robert; JIA, James; RENHOWE, Paul Allen; BARDEN, Timothy Claude; YU, Xiang Y; SHEPPECK, James Edward; IYER, Karthik; JUNG, Joon; WO2014/144100; (2014); A2;,
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The common heterocyclic compound, 870-72-4, name is Hydroxymethanesulfonic Acid Sodium Salt, molecular formula is CH3NaO4S, 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. 870-72-4

a) 28.1 parts of 4-(beta-sulfatoethylsulfonyl)-aniline are suspended in 70 parts of ice/water and 18 parts of 30% strength hydrochloric acid and diazotized by dropwise addition of 17.5 parts of 40% strength sodium nitrite solution. Following removal of the excess nitrite with amidosulfonic acid solution, the resulting diazo suspension is admixed with an aqueous solution of 33.3 parts of 4-hydroxy-7-(sulfomethyl-amino)-naphthalene-2-sulfonic acid, which has been obtained by reaction of 23.9 parts of 7-amino-4-hydroxy-naphthalene-2-sulfonic acid with 15 parts of formaldehyde-sodium bisulfite in aqueous medium at a pH of 5.5-6 and at 45 C., and is adjusted to a pH of 1.5 using solid sodium hydrogen carbonate. This is followed by stirring at a pH of 1.5 and at 15-20 C. until the acidic coupling reaction is at an end.

The synthetic route of 870-72-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DYSTAR COLOURS DEUTSCHLAND GMBH; US2011/283465; (2011); A1;,
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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 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane. This compound has unique chemical properties. The synthetic route is as follows. 39590-81-3

1,1-Cyclopropanedimethanol (1.02 g; 10 mmol) is dissolved in dimethylformamide (20 ml; dried over a molecular sieve) and, after addition of potassium tert-butylate (1.14 g, 10 mmol), the mixture is stirred at room temperature for 1 hour. The reaction mixture is then cooled to 0-5 C. and a solution of rmethyl iodide (0.63 ml; 10 mmol) in dimethylformamide (5 ml; dried over a molecular sieve) is then added dropwise. After stirring at this temperature for 50 minutes, the reaction mixture is poured on to a mixture of a saturated aqueous NH4Cl solution (100 ml) and diethyl ether (400 ml), while stirring. After separation of the phases, the aqueous phase is re-extracted with diethyl ether (400 ml) and the combined organic phases are washed with a saturated aqueous sodium chloride solution (2*100 ml), dried over magnesium sulphate, filtered with suction and concentrated. The crude product obtained is chromatographed over silica gel (50 g) with diethyl ether. Yield: 493 mg (39%) (1-methoxymethyl-cyclopropyl)-methanol as a pale yellow oil. NMR (1H, 250 MHz in CDCl3) in ppm: 0.5-0.6 (multiplet, 4H); 3.37 (multiplet, 5H); 3.54 (s,2H)

Statistics shows that 39590-81-3 is playing an increasingly important role. we look forward to future research findings about 1,1-Bis(Hydroxymethyl)cyclopropane.

Reference:
Patent; Basilea Pharmaceutica AG; US6821980; (2004); B1;,
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355-80-6, Adding a certain compound to certain chemical reactions, such as: 355-80-6, 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol, 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, 355-80-6, blongs to alcohols-buliding-blocks compound.

General procedure: To a solution of the alcohol 2, 5 (1.48 mmol, 1 equiv) in Et2O/MeCN (3.7:1.23 mL, 3:1 v/v) in 0 C successively imidazole (4.43 g, 3 equiv) and triphenylphosphine (2.22 g, 1.5 equiv) were added. Iodine (2.22 g, 1.5 equiv) was added portionwise over 10-15 min. The solution was kept for a further 20 min at 0 C and then was allowed to warm up to rt overnight. The reaction mixture was diluted with Et2O (12 mLl) and washed with saturated aq Na2S2O3 (10 mL) and brine (2 x 10 mL). The organic layer was dried over Na2SO4 and solvent was removed under vacuum. Column chromatography hexane/EtOAc (1:1 v/v) gave pure product 14, 15. 1-iodo-2,2,3,3,4,4,5,5-octafluoropentane (14). Colorless liquid, yield 0.150 g (36%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,355-80-6, its application will become more common.

Reference:
Article; Tomaszewska, Joanna; Koroniak-Szejn, Katarzyna; Koroniak, Henryk; Arkivoc; vol. 2017; 2; (2016); p. 421 – 432;,
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6214-44-4, 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. 6214-44-4, name is (4-Ethoxyphenyl)methanol, molecular formula is C9H12O2, 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.

General procedure: To a solution of compound 8a (1.08 g, 10 mmol) and Et3N (1.52g, 15 mmol) in anhydrous DCM (100 mL) was added dropwisemethanesulfonyl chloride (1.36 g, 12 mmol) in anhydrous DCM(20 mL). The mixture was stirred for 12 h while being cooled withan ice-water bath. DCM was evaporated under vacuum. The residuewas dissolved in EtOAc (100 mL) and washed with 10% HCl(3 100 mL), saturated NaHCO3 (3 100 mL) and brine (3 100mL), and then dried over MgSO4 overnight. EtOAc was evaporatedto give 11a as yellow oil (1.77 g, yield: 95%). ESI-MS m/z 187.4 [M+H]+. The crude product was used directly in the next reactionwithout further purification.Compounds 11b-11w, 11aa-11ff and 23a-23h were preparedusing the same procedure described above.

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. 6214-44-4, (4-Ethoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Cao, Jiangying; Ma, Chunhua; Zang, Jie; Gao, Shuai; Gao, Qianwen; Kong, Xiujie; Yan, Yugang; Liang, Xuewu; Ding, Qin’ge; Zhao, Chunlong; Wang, Binghe; Xu, Wenfang; Zhang, Yingjie; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3145 – 3157;,
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612-16-8, 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. 612-16-8, name is (2-Methoxyphenyl)methanol. A new synthetic method of this compound is introduced below.

Step 2: Preparation of 1-(chloromethyl)-2-methoxybenzene To a solution of (2-methoxyphenyl)methanol (1.15 g, 8.32 mmol) and triethylamine (1.24 g, 12.3 mmol, 1.7 mL) in methylene chloride (16 mL) at 0 C. was added dropwise chlorotrimethylsilane (0.939 g, 8.65 mmol). The reaction mixture was stirred in the cooling bath for an additional 30 min after which the cooling bath was removed and stirred at room temperature for 18 h. The reaction mixture was washed with water (10 mL*2), dried over sodium sulfate, filtered and concentrated to give crude 1-(chloromethyl)-2-methoxybenzene (1.36 g, crude) as an orange oil. The material was used directly in the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,612-16-8, (2-Methoxyphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Yumanity Therapeutics, Inc.; WRONA, Iwona; TIVITMAHAISOON, Parcharee; TARDIFF, Daniel; PANDYA, Bhaumik; OZBOYA, Kerem; LUCAS, Matthew; BOURDONNEC, Bertrand Le; (259 pag.)US2019/330198; (2019); A1;,
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Some common heterocyclic compound, 372-30-5, molecular formula is C6H9F3O3, 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.372-30-5

Step 1: synthesis of 4,4,4-trifluoro-3-hydroxybutanamide A solution of ethyl 4,4,4-trifluoro-3-hydroxybutanoate (3.0 g, 16.1 mmol) in MeOH (8 mL) was stirred with aqueous ammonium (16 mL) at room temperature overnight. The mixture was concentrated to afford 4,4,4-trifluoro-3-hydroxybutanamide (2.19 g, yield: 87.6%).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 372-30-5.

Reference:
Patent; Hoffmann-La Roche Inc.; Feng, Song; Gao, Lu; Hong, Di; Wang, Lisha; Yun, Hongying; Zhao, Shu-Hai; US2015/158879; (2015); 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. 624-95-3, name is 3,3-Dimethylbutan-1-ol. A new synthetic method of this compound is introduced below., 624-95-3

[00056] Example I represent a reference oxidation reaction under the conditions analogous to the one (reported in J.Organic Chemistry, 1987, 52, 2559 and J. Organic Chemistry, 1989, 54, 2970), also known as Anelli protocol. [00057] 820 mg of 3,3-Dimethyl-1-butanol (8 mmol) and 14.9 mg MeO-TEMPO (0.08 mmol) are dissolved in toluene (20 cc) in a jacketed glass reaction flask, equipped with a thermocouple, an addition port, a Teflon coated magnetic stir bar and a pH probe. Potassium bromide (45.25 mg, 0.4 mmol) and 1310 mg of NaHCO3 are dissolved in water (21.6 cc) and the aqueous phase is added to the stirred organic fraction at 1000 RPM in the reaction flask. The stirred suspension is cooled to 0 C. and 5.4 g of 12.3% aqueous NaOCl (8.92 mmol) are added via a gas-tight syringe over 5 minutes. The reaction mixture is aged for an additional 30 min and the organic layer sampled for GC assay. The yield of 3,3-dimethylbutyraldehyde is 77% at 30 min and 91% at 60 min reaction time

At the same time, in my other blogs, there are other synthetic methods of this type of compound,624-95-3, 3,3-Dimethylbutan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; The NutraSweet Company; US6825384; (2004); B1;,
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2516-33-8 ,Some common heterocyclic compound, 2516-33-8, molecular formula is C4H8O, 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.

0.49 g (6.82 mmoi) cyclopropane methanol in 10 mL THF are charged with 0.42 g (11.4 mmoi) NaH and the reaction mixture is stirred at r.t. for 20 min. Then 1.00 g (5.68 mmoi) 5-bromo-2-fluoropyridine are added and the mixture is stirred at r.t. over night. The reaction is quenched by the addition of water and extracted with EtOAc. The organic layers are combined, dried over MgS04l filtered and the solvent is removed in vacuo. The crude product is purified by HPLC (MeOH/H20/FA). CgH-ioBrNO (M= 228.1 g/mol) ESI-MS: 228/229 [M+H]+ Rt (HPLC):1.14 min (method C)

According to the analysis of related databases, 2516-33-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; WO2014/114578; (2014); A1;,
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