Month: February 2021

Related Products of 10602-04-7 ,Some common heterocyclic compound, 10602-04-7, molecular formula is C9H8O, 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.

A solution of 4 (2.04 g, 15.44 mmol) in 1 ml of DCM (Dichlormethane) was cooled to 0¡ã C. MsCl methanesulfonyl chloride (1.383 ml, 17.75 mmol) and Triethylamine (2.474 ml, 17.75 mmol) were added and the mixture was heated in a microwave oven at 100¡ã C. for 20 min. The mixture was quenched with saturated NaHCO3 (0.8 ml) and extracted with DCM. The organic layers were washed with water, dried over MgSO4, filtered and concentrated under vacuum to afford 5 (2.004 g, 13.31 mmol, 86percent yield) as a yellow oil.

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. 10602-04-7, (4-Ethynylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITE DE FRIBOURG; Fromm, Katharina; Bochet, Christian; (27 pag.)US9758545; (2017); B2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 33036-62-3, 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. 33036-62-3, name is 4-Bromo-1-butanol, molecular formula is C4H9BrO, 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.

Preparation 9 1-Tetrahydropyranyloxy-4-bromobutane (Formula XXIII: A is trimethylene) Concentrated hydrobromic acid (75 drops of 48%) is added with stirring to a mixture of 4-bromobutanol (150 ml.) and dihydropyran (300 ml.) at 0. This mixture is stirred and allowed to warm slowly to 25 C. during 15 hours. Evaporation under reduced pressure gives a residue which is divided into two equal parts, each part being chromatographed on 1.5 kg. of silica gel, each column being eluted with 7.5 l. of 5% ethyl acetate in Skellysolve, B, and then with 4 l. of 7.5% ethyl acetate in Skellysolve B, collecting 500 ml. frations. Fractions 5- 11 from each column are evaporated to give a total of 240 g. of 1-tetrahydropyranyloxy-4-bromobutane.

According to the analysis of related databases, 33036-62-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; The Upjohn Company; US3959346; (1976); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 23783-42-8, 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. 23783-42-8, name is 2,5,8,11-Tetraoxatridecan-13-ol. A new synthetic method of this compound is introduced below.

To a mixture of tetraethylene glycol monomethyl ether (3.00 g, 14.406 mmol) and soda (0.865 g, 21.6 mmol) diluted in THF (33 ml) and water (4 ml) cooled to 0 C., a solution of p-toluenesulfonic acid chloride (3.021 g, 15.8 mmol) in THF (4 ml) is slowly added. After 3 hours of stirring at 0 C., the mixture is poured into iced water (10 ml) and is diluted by dichloromethane. The aqueous phase is extracted with dichloromethane and the recombined organic phases are washed with water then with a NaCl-saturated solution, dried on MgSO4, filtered and concentrated under reduced pressure. The residue is purified by flash chromatography on a silica gel (petroleum ether/ethyl acetate 1/1 to 1/4) to yield 4.234 g (82%) of a colorless oil. deltaH (300 MHz, CDCl3) identical to the literature.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,23783-42-8, 2,5,8,11-Tetraoxatridecan-13-ol, and friends who are interested can also refer to it.

Reference:
Patent; Pierre Fabre Dermo-Cosmetique; US2008/267892; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 722-92-9, Adding some certain compound to certain chemical reactions, such as: 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol,molecular formula is C9H7F6NO, 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 722-92-9.

The product from step 1 (500 mg, 1.9 [MMOL)] and ethyl acetoacetate [(0. 27] mL, 2.1 [MMOL)] were combined and dissolved in methanol (10 mL) at ambient temperature. To this solution was added glacial acetic acid (0.13 mL, 2.1 [MMOL)] followed by sodium [CYANOBOROHYDRIDE] (194 mg, 3.1 [MMOL).] After stirring 18 h, the solution was [CONCENTRATED IN VACUO] and the resultant oil dissolved in ethyl acetate. The organics were washed with brine, dried over [MGS04,] and concentrated. Purification by reverse phase HPLC using a gradient elution of 60: 40 H20/TFA : CH3CN to 0: 100 H20/TFA : CH3CN at 254 nm afforded the title compound as a white solid (440 mg, [61 percent)] : mp = 103 [¡ãC.] H NMR [(CDC . S) 8] 7.43 (d, 2H), 6.64 (d, 2H), 4.07 (q, 2H), 3.90 (m, 1H), 3.43 (br s, 1 H), 2.58 (dd, 1 H), 2.41 (dd, [1 H),] 1.23 (d, 3H), 1.17 (t, 3H). MS (ES+) m/z 374 [(MH+).] [ANAL. CALC.] for C15H17NO3F6: C, 48.26 ; H, 4.59 ; N, 3.75. Found: C, 47.95 ; H, 4.45 ; N, 3.58.

According to the analysis of related databases, 722-92-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMACIA CORPORATION; WO2003/99769; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 2002-24-6, 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. 2002-24-6, name is 2-Aminoethanol hydrochloride. A new synthetic method of this compound is introduced below.

9-(2′-Hydroxyethylamino)-4-methoxy-1-nitroacridine 4-Methoxy-1-nitro-9-phenoxyacridine (0.346 g) is dissolved in phenol (30 g), ethanolamine hydrochloride (0.12 g) is added and the mixture is heated at 80 C. for 1.5 hour. The reaction mixture is cooled to room temperature, diluted with dry ether (20 ml), slowly poured into dry ether (200 ml) and acidified with ethereal solution of hydrogen chloride. The resulting precipitate is filtered off, washed several times with ether and crystallized from absolute ethanol-ether (5:1) to give 9-(2′-hydroxyethylamino)-4-methoxy-1-nitroacridine monohydrochloride as yellow crystals (0.27 g, 77% yield), m.p. 210-212 C. (decomp.) 1H NMR (for a free base) (d6DMSO): delta10.18 (s, 1 H, NH), 7.78 (d, 1 H, J=7.8 Hz, H-8), 7.67 (d, 1 H, J=8.3 Hz, H-5), 7.47 (t, 1 H, J=7.8 Hz, H-6), 7.36 (d, 1 H, J=8.8 Hz), 7.10 (m, 2 H, H-3, H-7), 4.31 (t, 1 H, J=5.4 Hz, OH), 3.70 (t, 2 H, J=6.4 Hz, H-1′), 3.64 (q, 2 H, J=6.3 Hz, H-2′).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2002-24-6, its application will become more common.

Reference:
Patent; Tiwari, Raj; Miller, Daniel G.; Konopa, Jerzy Kazimierz; Wysocka-Skrzela, Barbara; US2002/37831; (2002); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 109-83-1 ,Some common heterocyclic compound, 109-83-1, molecular formula is C3H9NO, 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.

Example 4: Preparation of the compound of formula; (a) Alkylating agent; A mixture of 21.5g 2-hydroxyethyl-methylamine are neutralized with hydrochloric acid and evaporated to dryness.The salt is suspended in chloroform and cooled with stirring to O0C and then 41.Og thionyl chloride are added in small amounts maintaining the temperature at O0C by external cooling. After completion of the addition the reaction is finished by heating to reflux and autgassing the mixture.The solution is evaporated to dryness; the 2-chloroethyl-methylamine used as chlorohydrate in the following step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109-83-1, its application will become more common.

Reference:
Patent; CIBA SPECIALTY CHEMICALS HOLDING INC.; WO2007/25889; (2007); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 627-18-9, Adding some certain compound to certain chemical reactions, such as: 627-18-9, name is 3-Bromopropan-1-ol,molecular formula is C3H7BrO, 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 627-18-9.

Bromopropanol (1.38g, 0.01mol) and sodium azide (0.975g, 0.015mol) were dissolved in N,N-dimethylformamide (DMF) and reacted under nitrogen for 90 h at 12 C. . After the reaction is completed, the solution is cooled to room temperature, diluted with a certain amount of water, and the aqueous layer is washed with a large amount of diethyl ether. The ether solution is collected and dried overnight with anhydrous NaS04. The crude product after filtration is purified by column chromatography. The residual DMF organic solvent is removed, and the developing solvent is ethyl acetate: petroleum ether = 1:5, and the obtained colorless liquid is the product azidopropanol.The yield was 0.873 g and the yield was 86.4%. Azido hexanol (0.69 g, 89.2%) and azido undecanol (0.98 g, 91.7%) were prepared by the same procedure.

According to the analysis of related databases, 627-18-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Jiao Tong University; Zhu Xinyuan; Zhang Jun; Fan Wenbin; Zhang Chuan; Xue Feng; Tong Gangsheng; (15 pag.)CN109912528; (2019); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 5299-60-5 ,Some common heterocyclic compound, 5299-60-5, molecular formula is C8H16O3, 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: To a stirred solution of esters 2a-2j (70 mmol) in MeOH (30 mL) cooled in an ice-water bath was added dropwise 80% aqueous hydrazine hydrate (6.26 g, 100 mmol). The resulting solution was stirred at room temperature (2a-2b or 2d-2j), or reflux (2c), until the completion of reaction as indicated by TLC analysis (typically within 5 h). The reaction mixture was evaporated on a rotary evaporator to give a residue, which was purified by column chromatography through a short silica gel column to yield 3a-3k after trituration with n-hexane if possible.

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. 5299-60-5, Ethyl 6-hydroxyhexanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Tian, He; Liu, Wei; Zhou, Zhixing; Shang, Qian; Liu, Yuqiang; Xie, Yafei; Liu, Changying; Xu, Weiren; Tang, Lida; Wang, Jianwu; Zhao, Guilong; Molecules; vol. 21; 11; (2016);,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 63478-76-2, 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.63478-76-2, name is 6-Heptyn-1-ol, molecular formula is C7H12O, molecular weight is 112.1696, as common compound, the synthetic route is as follows.

A solution of Dess-Martin-periodinane (5.09 g, 12.0 mmol, 2.0 equiv) in dry DCM (27 mL) was cooled to 0 C, 6-heptyn-1-ol (673 mg, 6.00 mmol, 1.0 equiv) in DCM (3 mL) was added and the mixture was stirred at 23 C for 5 h. DCM (5 mL) was added, the mixture was washed with sat. aq. Na2S2O3-sol. (30 mL), 1 M NaOH (30 mL), and sat. aq. NaCl (30 mL). The aq. phase was extracted with DCM (90 mL), the combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered and the solvent was removed under reduced pressure. The residue was purified on silica gel (n-pentane/Et2O, 9:1) to yield the title compound as a colourless oil (337 mg, 3.06 mmol, 51%).

Statistics shows that 63478-76-2 is playing an increasingly important role. we look forward to future research findings about 6-Heptyn-1-ol.

Reference:
Article; Rode, Katharina; Palomba, Martina; Ortgies, Stefan; Rieger, Rene; Breder, Alexander; Synthesis; vol. 50; 19; (2018); p. 3875 – 3885;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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.3068-00-6, name is 1,2,4-Butanetriol, molecular formula is C4H10O3, molecular weight is 106.1204, as common compound, the synthetic route is as follows.Product Details of 3068-00-6

Synthesis of 2,2-Dilinoleyl-4-(2-hydroxyethyl)[1,3]-dioxolane (II) A mixture of dilinoleyl ketone (I, previously prepared as described in Example 1, 527 mg, 1.0 mmol), 1,3,4-butanetriol (technical grade, ca. 90%, 236 mg, 2 mmol) and pyridinium p-toluenesulfonate (50 mg, 0.2 mmol) in 50 mL of toluene was refluxed under nitrogen overnight with a Dean-Stark tube to remove water. The resulting mixture was cooled to room temperature. The organic phase was washed with water (2*30 mL), brine (50 mL), and dried over anhydrous Na2SO4. Evaporation of the solvent resulted in a yellowish oily residual (0.6 g). The crude product was purified by column chromatography on silica gel (230-400 mesh, 100 mL) with dichloromethane as eluent. This afforded 0.5 g of pure II as colourless oil. 1H NMR (400 MHz, CDCl3) delta: 5.25-5.48 (8H, m, 4*CH=CH), 4.18-4.22 (1H, m, OCH), 4.08 (1H, dd, OCH), 3.82 (2H, t, OCH2), 3.53 (1H, t, OCH), 2.78 (4H, t, 2*C=C-CH2-C=C), 2.06 (8H, q, 4* allylic CH2), 1.77-1.93 (2H, m, CH2), 1.52-1.68 (4H, m, 2*CH2), 1.22-1.45 (32H, m), 0.86-0.94 (6H, t, 2*CH3) ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3068-00-6, 1,2,4-Butanetriol, and friends who are interested can also refer to it.

Reference:
Patent; Protiva Biotherapeutics, Inc.; US2011/195127; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts