Tag: M.W=200-300

Synthetic Route of 124937-73-1, 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. 124937-73-1, name is 3-(2-Methoxy-5-methylphenyl)-3-phenylpropan-1-ol. A new synthetic method of this compound is introduced below.

Dimethylsulfoxide (DMSO) (6.72 ml, 94.6 mmol) in 20 ml of Cl2CH2 was added to a mixture of oxalyl chloride (4.06 ml, 47.3 mmol) in 100 ml of Cl2CH2 and cooled at -78C, always maintaining the reaction temperature under -60C. It was allowed to take place at said temperature for 15 minutes and then a mixture of 3-(2-methoxy-5-methylphenyl)-3-phenylpropanol (9.33g, 36.4 mmol) in 40ml of Cl2CH2 was added. The reaction mixture was maintained for about 45 minutes and triethylamine (25.72 ml, 0.18 mol) was added. The crude reaction product was maintained reacting for about 1 hour and hydrolyzed with 100 ml of NaHCO3 (7%). The extraction was carried out with 100 ml of ethyl acetate. The organic phase was washed with 2x25ml of HCl (5%), dried and evaporated, giving 8.67g (94%) of a viscous orangish liquid containing the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,124937-73-1, 3-(2-Methoxy-5-methylphenyl)-3-phenylpropan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Ragactives, S.L.; EP1698615; (2006); A1;,
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Electric Literature of 20605-01-0, Adding some certain compound to certain chemical reactions, such as: 20605-01-0, name is Diethyl 2,2-bis(hydroxymethyl)malonate,molecular formula is C9H16O6, 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 20605-01-0.

EXAMPLE 6 Diethyl 2-isopropyl-1,3-dioxane-5,5-dicarboxylate A mixture of 165.0 g of diethyl bis(hydroxymethyl)malonate, 83.4 g of trimethylorthoformate and 0.6 g of sodium hydrogen sulfate was heated, with stirring, to 50 C. for 30 minutes and then to 60 C. for 90 minutes. Over a period of 45 minutes, 81.0 g of isobutyraldehyde were then added gradually, the internal temperature being kept to 60 C. by gentle cooling. The low-boiling components formed were distilled off up to a bottom temperature of 120 C., and 1.0 g of sodium carbonate was then added to neutralize the catalyst. Subsequent distillation in an oil pump vacuum afforded 168.2 g of colorless target product (82% of the theoretical yield, based on the diethyl bis(hydroxymethyl)malonate used) with a boiling point of 110 C./1 mm. The purity, determined by gas chromatography, was 98 FID percent by area.

According to the analysis of related databases, 20605-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Huels Aktiengesellschaft; US5932747; (1999); A;,
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Reference of 395-23-3, 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.395-23-3, name is Phenyl(4-(trifluoromethyl)phenyl)methanol, molecular formula is C14H11F3O, molecular weight is 252.2318, as common compound, the synthetic route is as follows.

General procedure: A solution of diphenylmethanol (1 mmol), NBS (1.3equiv.), KOAc (1.5 equiv.) H2O (1.5 mL), and CH2Cl2 (0.5mL) was magnetically stirred in 25 mL flask at room temperaturefor 10 h. The reaction mixture was added into water(10 mL), and extracted with EtOAc (3 × 10 mL). The combinedEtOAc extracts were dried over anhydrous MgSO4,filtrated, and then the solvent was removed under reducedpressure. The residue was purified by the flash columnchromatography on silica gel with PE or PE/EtOAc as theeluent to obtain the desired products. The oxidation productswere identified by GC-MS and 1H NMR.

Statistics shows that 395-23-3 is playing an increasingly important role. we look forward to future research findings about Phenyl(4-(trifluoromethyl)phenyl)methanol.

Reference:
Article; Wu, Jianglong; Liu, Yan; Liu, Ping; Gu, Chengzhi; Letters in Organic Chemistry; vol. 14; 4; (2017); p. 254 – 260;,
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Electric Literature of 23783-42-8, 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. 23783-42-8, name is 2,5,8,11-Tetraoxatridecan-13-ol, molecular formula is C9H20O5, 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 stirred solution of 5-2A (180 mg, 0.87 mmol) in DCM (5 mL) was added triethylamine (0.18 mL, 1.3 mmol) and methane sulfonyl chloride (0.1 mL, 1.13 mmol) at 0 C and stirred at RT for 1 hr. The reaction mixture was diluted with excess DCM (40 mL) and washed with water (2 X 10 mL), brine (10 mL) and dried over Na2S04, organic phase concentrated under reduced pressure to get crude compound. This was purified using 100-200 silica gel column chromatography using 2% MeOH in DCM to afford 5-3A (200 mg, 0.699 mmol, 80% yield) as a yellow liquid.

According to the analysis of related databases, 23783-42-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; COCRYSTAL PHARMA, INC.; JACOBSON, Irina C.; FEESE, Michael D.; LEE, Sam S.; (169 pag.)WO2016/154241; (2016); A1;,
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Reference of 217479-60-2, Adding some certain compound to certain chemical reactions, such as: 217479-60-2, name is 2,4,6-Trichlorobenzyl alcohol,molecular formula is C7H5Cl3O, 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 217479-60-2.

To a stirred solution of 2,4,6-trichlorobenzylalcohol (10.0 g; 47.3 mmoles) in chloroform (100 ml) kept under nitrogen atmosphere, thionyl chloride (6.07 mL, 85.1 mmole) was added slowly at 0 C. over a period of 15 minutes followed by catalytic amount of DMF. The reaction mix was allowed to stir at ambient temp for 3 hours. The reaction mixture was quenched with 50 mL of water; the aqueous layer was extracted with DCM (3*100 ml). The combined organic layer was washed with 5% sodium bicarbonate solution (2*50 ml) followed by brine (50 ml) and dried over anhydrous sodium sulphate. The solvent was evaporated under reduced pressure. 10.9 g (100.0% of theory) of 1,3,5-trichloro-2-chloromethyl-benzene was obtained in form of a white solid. 1HNMR (CDCl3, 400 MHz): delta=7.37 (2H, s); 4.82 (2H, s) Mass: M=229.8

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. 217479-60-2, 2,4,6-Trichlorobenzyl alcohol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNGENTA CROP PROTECTION LLC; US2011/230537; (2011); A1;,
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Electric Literature of 147034-01-3 , The common heterocyclic compound, 147034-01-3, name is (2,5-Dibromophenyl)methanol, molecular formula is C7H6Br2O, 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 stirred solution of (2,5-dibromo-phenyl)-methanol (40 g, 150 mmol) and triphenylpho spine (59 g, 230 mmol) in THF (1000 mL) at 0 C is added carbon tetrabromide (75 g, 230 mmol) slowly. The reaction mixture is stirred at room temperature for 2 hr and the solvent is removed to give the crude product. Purification by flash column chromatography affords 40 g of 1,4- dibromo-2-bromomethyl -benzene.

The synthetic route of 147034-01-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; CHEN, Zhidong; COGAN, Derek; GUO, Xin; MARSHALL, Daniel Richard; MEYERS, Kenneth Michael; ZHANG, Yunlong; (130 pag.)WO2016/89800; (2016); A1;,
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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. 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol, molecular formula is C20H34O, 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. Application In Synthesis of (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol

The preparation of geranylgeranyl bromide followed a procedure previously described.35 Under a nitrogen atmosphere, phosphorus tribromide (40 muL, 0.43 mmol, 0.65 equiv) was added to a solution of geranylgeraniol (192 mg, 0.66 mmol, 1.0 equiv) in 3 mL THF at 0 C and stirred for 1 h. Saturated NaHCO3 (5 mL) was added and the mixture was extracted with n-hexane (3×15 mL). The combined organic layers were dried over Na2SO4 and concentrated in vacuo. The geranylgeranyl bromide was used without further purification or characterization.

With the rapid development of chemical substances, we look forward to future research findings about 24034-73-9.

Reference:
Conference Paper; Hammer, Stephan C.; Dominicus, Joerg M.; Syren, Per-Olof; Nestl, Bettina M.; Hauer, Bernhard; Tetrahedron; vol. 68; 37; (2012); p. 7624 – 7629;,
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Electric Literature of 112-70-9 ,Some common heterocyclic compound, 112-70-9, molecular formula is C13H28O, 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: 2-Chloro-1-methylpyridinium iodide (CMPI, 3.32 g, 13 mmol) and N,N-dimethylaminopyridine (DMAP, 3.18 g, 26 mmol) were added to a solution of N-boc-glycine (9) (1.75 g, 10 mmol) and dodecanol (2.47 mL, 10 mmol) in dry DCM (20 mL) at 0 C and the mixture was stirred at 0 C for 30 min. After the mixture was diluted with AcOEt, the resulting precipitates were filtered off. The filtrates were successively washed with aqueous 5% HCl, saturated aqueous NaHCO3 and brine, dried over Na2SO4, and evaporated. The resulting crude product was purified by flash CC (silica gel; AcOEt/DCM, 5:95) to provide the dodecyl ester 10a (2.78 g, 81%). Tridecyl ester 10b (86%), tetradecyl ester 10c (82%), pentadecyl ester 10d (74%) and hexadecyl ester 11e (79%) were similarly prepared from N-boc-glycine (9).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,112-70-9, its application will become more common.

Reference:
Article; Yamano, Yumiko; Tsuboi, Kazuhito; Hozaki, Yuki; Takahashi, Kiyohiro; Jin, Xing-Hua; Ueda, Natsuo; Wada, Akimori; Bioorganic and Medicinal Chemistry; vol. 20; 11; (2012); p. 3658 – 3665;,
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Related Products of 4654-39-1, Adding some certain compound to certain chemical reactions, such as: 4654-39-1, name is 2-(4-Bromophenyl)ethanol,molecular formula is C8H9BrO, 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 4654-39-1.

3.0 g 2-(4-bromophenyl)ethanol (15 mmol) and 2.1 g imidazole (31 mmol) were dissolved in 20 mL dichloromethane. A solution of 2.3 g (tert-butyl)dimethylchlorosilane (15.5 mmol) dissolved in 20 mL dichloromethane was added and the mixture stirred overnight, forming a precipitate. The mixture was diluted with dichloromethane and washed three times with 4% w/v sodium carbonate solution, water and was dried over sodium sulphate. Evaporation and purification of the residue by chromatography (ethyl acetate-hexane gradient, 0:100 to 20:80) gave 3.6 g (76%) of [2-(4-bromophenyl)ethoxy](tert-butyl)dimethylsilane. 1H NMR (200 MHz, CHLOROFORM-d) ppm 7.42 (2 H, d, J=8.2 Hz), 7.11 (2 H, d, J=8.2 Hz), 3.80 (2 H, t, J=6.6 Hz), 2.79 (2 H, t, J=6.8 Hz), 0.89 (9 H, s), 0.01 (6 H, s)

According to the analysis of related databases, 4654-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Almirall, S.A.; EP2196465; (2010); A1;,
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Application of 101597-25-5, 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.101597-25-5, name is 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, molecular formula is C17H16O3, molecular weight is 268.31, as common compound, the synthetic route is as follows.

Step 5 4-Methylbenzenesulfonic acid (3mg) was added to a stirring mixture containing the product from Step 4 (0.042g), and 1 ,1-bis(4-methoxyphenyl)prop- 2-yn-1-ol (0.066g) in 1 ,2-dichloroethane (5mL). After stirring for two hours, the mixture was washed with water, followed by extraction of the aqueous fraction with ethyl acetate, and drying the combined organic fractions over sodium sulfate. The volume of the organic mixture was reduced under vacuum and the crude residue was purified by column chromatography. The NMR of the orange solid was consistent with 2,2-bis(4-methoxyphenyl)-2H- benzo[f]thieno[2′,3′:4,5]thieno[3,2-h]chromene (0.063g).

Statistics shows that 101597-25-5 is playing an increasingly important role. we look forward to future research findings about 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol.

Reference:
Patent; TRANSITIONS OPTICAL, INC.; DENG, Jun; STEPP, Brian, R.; SPITLER, Eric; XIAO, Wenjing; TAMASULO, Massimiliano; WALTERS, Robert, W.; (140 pag.)WO2016/144324; (2016); A1;,
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