Tag: M.W=100-200

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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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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Adding some certain compound to certain chemical reactions, such as: 626-18-6, name is 1,3-Benzenedimethanol, 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 626-18-6. 626-18-6

To a stirred solution of 1, 3-phenylenedimethanol (1) (5 g, 36.496 mmol) in THF (100 mL) was treated with NaH (1.17 g, 29.197 mmol) at 0C to RT for 30 min. Ethyl iodide (2.3 ml, 29.197 mmol) in THF (10 mL) was added to above reaction mixture at OC and stirred at 60 C for 6h under nitrogen atmosphere. The reaction mixture was quenched with ice water and extracted with ethyl acetate (3x100mL). Combined organic layers were washed with brine (2×100 mL) and dried over Na2SO4, evaporated under reduced pressure. Crude residue was purified by Combi-flash chromatography using 20 % ethyl acetate in pet- ether to afford (3-(ethoxy methyl) phenyl) methanol 3 (2.1g, 12.65 mmol, 34 % yield) as a yellowish oily liquid. TLC system: 40 % ethyl acetate in pet-ether – Rf: 0.50; LCMS: m/z = 120.99 (M-46) +

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 626-18-6.

Reference:
Patent; COCRYSTAL PHARMA, INC.; JACOBSON, Irina, C.; LEE, Sam SK; FEESE, Michael, David; (206 pag.)WO2020/23813; (2020); A1;,
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402-63-1, Adding a certain compound to certain chemical reactions, such as: 402-63-1, 1-(3-Fluorophenyl)ethanol, 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, 402-63-1, blongs to alcohols-buliding-blocks compound.

Step 1: [0747] A solution of 7 (522 mg, 3.0 mmol), 1-(3-fluorophenyl)ethanol (631 mg, 14.5 mmol) and PPh3 (1.18 g, 4.5 mmol) in THF (10 mL) was cooled to 0 C. DIAD (0.87 mL, 4.5 mmol) was added dropwise and the reaction was stirred at room temperature for 3 h. The mixture was concentrated and purified by chromatography (silica gel, 50% ethyl acetate/hexanes) to give 9 (257 mg, 29%) as a white solid: 1H NMR (300 MHz, CDCl3) delta 7.39-7.30 (m, 2H), 7.17 (d, J=2.7 Hz, 1H), 7.11-7.06 (m, 2H), 7.02 (dd, J=9.9, 1.2 Hz, 1H), 6.54 (dd, J=9.9, 1.2 Hz, 1H), 6.36 (q, J=7.2 Hz, 1H), 1.71 (d, J=7.2 Hz, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,402-63-1, its application will become more common.

Reference:
Patent; RVX Therapeutics Inc.; Liu, Shuang; Duffy, Bryan Cordell; Quinn, John Frederick; Jiang, May Xiaowu; Wang, Ruifang; Martin, Gregory Scott; Zhao, He; Molino, Bruce Francis; Young, Peter Ronald; US2014/179648; (2014); A1;,
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623-04-1, Adding some certain compound to certain chemical reactions, such as: 623-04-1, name is (4-Aminophenyl)methanol,molecular formula is C7H9NO, 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 623-04-1.

2.15g (17.5mmol) of 4-aminobenzyl alcohol was added to 20mL of 10% HCl aqueous solution at 0C, followed by addition of 1.45g (21.0mmol, 1.2equiv) sodium nitrite dissolved in dry 10mL CH2Cl2. After the mixture was stirred at 0C for 1h, 4mL of sodium azide (1.88g, 28.9mmol) aqueous solution was added drop-wise and stirred overnight. Then, the mixture was quenched with brine and extracted with ethyl acetate (100mL¡Á3). The combined organic layer was dried over anhydrous sodium sulfate and concentrated in vacuum. Finally, the crude product was purified by flash chromatography (petroleum/ethyl acetate=4:1) to give a yellow oil (2.21g, 85%). 1H NMR (400MHz, DMSO): delta=6.95 (d, J=8Hz, 2H), 6.50 (d, J=8Hz, 2H), 4.92 (s, 2H), 4.79 (t, J=8Hz, 1H), 4.28 (d, J=8Hz, 2H) (Fig.S3). 13C NMR (100MHz, DMSO): delta=145.97, 131.13, 128.78, 115.20, 65.16 (Fig.S4)

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 623-04-1.

Reference:
Article; Xiang, Kaiqiang; Liu, Yunchang; Li, Changjiang; Tian, Baozhu; Tong, Tianzhong; Zhang, Jinlong; Dyes and Pigments; vol. 123; (2015); p. 78 – 84;,
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In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 2807-30-9 as follows., 2807-30-9

General procedure: Method A To a solution of compound 3 (150 mg, o.27 mmol), alcohol (0.81 mmol), and EDCI (576 mg, 3.0 mmol) in CH2Cl2 (30 mL) was added DMAP (122 mg, 1.0 mmol), and the mixture was stirred at room temperature for 12 h. Ethyl acetate (60 mL) was added, and the organic phase was washed three times with water, once with brine, dried, and finally concentrated. There is no need to further purify the residue.

The chemical industry reduces the impact on the environment during synthesis 2807-30-9, I believe this compound will play a more active role in future production and life.

Reference:
Article; Liu, Shan Xiang; Jin, Hui Zi; Shan, Lei; Zeng, Hua Wu; Chen, Bing Yang; Sun, Qing Yan; Zhang, Wei Dong; Bioorganic and Medicinal Chemistry Letters; vol. 23; 7; (2013); p. 2207 – 2211;,
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6214-44-4, A common compound: 6214-44-4, name is (4-Ethoxyphenyl)methanol,molecular formula is C9H12O2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Example 5 4-[(4-Ethoxyphenyl)methyl]-1,2-dihydro-5-methyl-3 H -pyrazol-3-one The title compound was prepared in a similar manner to that described in Example 1 using 4-ethoxybenzyl alcohol instead of 4-isopropoxybenzyl alcohol. 1H-NMR (500MHz, DMSO-d6) delta ppm: 1.20-1.35 (3H, m), 1.98 (3H, s), 3.46 (2H, s), 3.85-4.05 (2H, m), 6.70-6.85 (2H, m), 6.95-7.10 (2H, m)

With the rapid development of chemical substances, we look forward to future research findings about 6214-44-4.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP1213296; (2002); A1;,
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