Tag: M.W=100-200

Synthetic Route of 6850-39-1, 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 6850-39-1 as follows.

To a solution of 3-aminocyclohexanol (2.3 g, 20.0 mmol) in H20/1,4-dioxane (20 mL/20 mL) were added Na2CO3 (2.52 g, 30.0 mmol) and benzyl carbonochloridate (5.1 g, 30.0 mmol). The mixture was stirred at room temperature overnight. All of the volatiles were removed under reduced pressure and water (40 mL) was added. The suspension was extracted with EtOAc (2 x 100 mL). The organic phase was washed with brine, dried over Na2SO4, filtered and evaporated to give the crude compound SP-0011379-019 as colorless oil (5.0 g of the crude). LC-MS 249 (M+Na), purity 96% (UV 214 nm).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6850-39-1, its application will become more common.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; F.HOFFMANN-LAROCHE LTD; YUAN, Junying; HAN, Nianhe; YI, Hua; WANG, Yuguang; YANG, Song; WONG, Jason, Christopher; WO2014/145512; (2014); A2;,
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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 6971-51-3, name is (3-Methoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 6971-51-3

General procedure: The solution of ionic-liquid-supported DMI 7 (2.2 mmol) in[bmim]PF6 (2 mL) was added to oxalyl chloride (2.0 mmol), andthe mixture was stirred at 60 C for 2 h. The mixture was then added to the appropriate alcohol (1.5 mmol), and the resultingmixture was stirred at r.t. overnight. Finally, the mixture wasextracted with hexane 10 mL x 3, and the organic layer wasconcentrated.

With the rapid development of chemical substances, we look forward to future research findings about 6971-51-3.

Reference:
Article; Koguchi, Shinichi; Shibuya, Yuga; Igarashi, Yusuke; Takemura, Haruka; Synlett; vol. 30; 8; (2019); p. 943 – 946;,
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Electric Literature of 180205-28-1 ,Some common heterocyclic compound, 180205-28-1, molecular formula is C5H11NO, 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 solution of l-(aminomethyl)cyclobutanol (62.5 mmol) in dichloromethane (312 mL) was added triethylamine (8.71 mL, 62.5 mmol) and 4-chloro-3-nitroquinoline (13.04 g, 62.5 mmol). More triethylamine (3 mL) was added almost immediately. The reaction was stirred under N2 for 10 d at rt, then was diluted with dichloromethane and washed with 1 M aqueous NaOH. A solid formed and was isolated by filtration. The organic layer was washed with water and brine, dried over Na2SO4, filtered, and concentrated to a solid that was crystallized from isopropanol. The resulting crystals were combined with the solid that was isolated from the extraction and the mixture was triturated with hot isopropanol. The solid was isolated by filtration, washed with diethyl ether, and air dried to yield l-{[(3-nitroquinolin-4-yl)amino]methyl}cyclobutanol as yellow crystals. (12.83 g, 75%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,180205-28-1, its application will become more common.

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2006/28545; (2006); A2;,
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Electric Literature of 52059-53-7, Adding some certain compound to certain chemical reactions, such as: 52059-53-7, name is 2-(3-Fluorophenyl)ethanol,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 52059-53-7.

Dess-Martin periodinane (16.781 mmol, 1 .2 eq) is added to a solution of 3-fluorophenethyl alcohol (13.984 mmol, 1 eq) in DCM (32 mL). The resulting reaction mixture is stirred at RT for 4 h. The solvent is then partially evaporated, and the residue filtered through a short pad of Celite. The filtrate is concentrated under reduced pressure and the residue purified by FC (EtOAc/heptane, 5:95). Crude 2-(3-fluorophenyl)acetaldehyde is obtained as a colorless oil (2.58 g). The compound is used in the next step without further purification. 1H NMR (CDCI3): £9.77 (t, J = 3.0 Hz, 1 H), 7.33 (m, 1 H), 6.98 (m, 3 H), 3.69 (d, J = 3.0 Hz, 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. 52059-53-7, 2-(3-Fluorophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOSS, Christoph; BROTSCHI, Christine; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi T.; WO2012/85857; (2012); A1;,
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Electric Literature of 6301-54-8 , The common heterocyclic compound, 6301-54-8, name is 2-(Naphthalen-1-yl)propan-2-ol, molecular formula is C13H14O, 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 mixture of 13 (31.66 g, 0.17 mol) and 2% sulfuric acid(600 mL) was stirred at reflux until the reaction completed as indicated by TLC analysis (typically within 2 h). On cooling to room temperature, the reaction mixture was extracted with CH2Cl2 (500 mL 3). The combined extracts were washed with 5% brine (500 mL), dried (Na2SO4) and evaporated on arotary evaporator to give a residue, which was purified by column chromatography to afford the pure product 2-(naphth-1-yl)propene (14) as a colorless oil (24.02 g, 84%). 1H NMR (CDCl3, 400 MHz) : 8.03-8.06 (m, 1H), 7.82-7.85(m, 1H), 7.74 (d, 1H, J = 8.0 Hz), 7.40-7.48 (m, 3H), 7.30(dd, 1H, J = 1.2 Hz and 3.4 Hz), 5.39-5.40 (m, 1H), 5.05 (d,1H, J = 1.2 Hz), 2.20 (s, 3H). The 1H NMR data were ingood agreement with those reported [18].

The synthetic route of 6301-54-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Xiansheng; Wu, Jingwei; Liu, Wei; Liu, Yuqiang; Xie, Yafei; Shang, Qian; Zhou, Zhixing; Xu, Weiren; Tang, Lida; Wang, Jianwu; Zhao, Guilong; Medicinal Chemistry; vol. 13; 3; (2017); p. 260 – 281;,
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Electric Literature of 3068-00-6 ,Some common heterocyclic compound, 3068-00-6, molecular formula is C4H10O3, 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: Xantphos (28.9 mg, 0.05 mmol), Cs2CO3 (32.6 mg, 0.10 mmol) and [Ru(p-cymene)Cl2]2 (15.3 mg, 0.025 mmol) were added to a Schlenk tube. Then the tube was evacuated and refilled with nitrogen. Dry toluene as solvent (2.0 mL)were added and the solution was stirred at room temperature under nitrogen for 30 min. Activated molecular sieves 4A (0.10 g) and triol 6a (106.1 mg, 1.00 mmol) were then added. And the solution was stirred at room temperature under nitrogen for 40 min. Subsequently, aniline 5a (46.6 mg, 0.50 mmol) was added and the solution was stirred at room temperature under nitrogen for 20 min. Then the resulting solution was heated to reflux and stirred for 48 h. The reaction was monitored by TLC. After completion, the solution was filtered through a plug of Celite and washed with EtOAc (3 mL x 3). The filtrate was concentrated under vacuum. Purification via flash column chromatography with silica gel (eluting with PE/EA = 5/1 (v/v)) yielded 4a (43.0 mg, 81% yield) as light yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3068-00-6, its application will become more common.

Reference:
Article; Xu, Qing-Song; Li, Chen; Xu, Yong; Xu, Defeng; Shen, Mei-Hua; Xu, Hua-Dong; Chinese Chemical Letters; (2019);,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 629-41-4, name is 1,8-Octanediol, the common compound, a new synthetic route is introduced below. Computed Properties of C8H18O2

A new series of tris-malonate tethers that possess an open structure and bear alkyl groups as spacers were tested. The synthesis of one such tether that worked well with C60 is described in FIG. 6. PPTS: Pyridinium toluene-4-sulfonate. The intermediates of the synthesis of FIG. 6 were purified by flash column chromatography as follows, and were fully characterized by 13C-, 1H-NMR and mass spectrometry (FAB-MS). 1: SiO2, Hexane/EtOAc=1/1, Colorless oil. 2: SiO2, Hexane/EtOAc=7/3, Colorless oil. 3: SiO2, Hexane/EtOAc=3/2, Colorless oil. 4: SiO2, Hexane/EtOAc=1/1, Colorless oil. The yield of the first step of the synthesis was 39% because the bis-protected diol was also formed. The reason is that 1,8-octane-diol was not well soluble in CH2Cl2 and consequently, the mono-protected diol (soluble in CH2Cl2) was subjected to a rapid second reaction. We expect the use of larger amounts of solvent will improve the yield of the first step of the synthesis. Yields about 85% have been reported for similar diols according to the experimental procedure we followed. For details see: H. M. S. Kumar, B. V. S. Reddy, E. J. Reddy, J. S. Yadav, Chemistry Letters, 1999, 857-858.

The synthetic route of 629-41-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hirsch, Andreas; Beuerle, Florian; Chronakis, Nikos; US2006/47167; (2006); A1;,
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Electric Literature of 67622-86-0 ,Some common heterocyclic compound, 67622-86-0, molecular formula is C5H13NO, 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 solution of 5-chloro-2-[[5-methyl-3-(6-methyl-3-pyridyl)isoxazol-4-yl]methyl]pyridazin-3- one (building block A, 50 mg, 0.158 mmol) in EtOH (5 mL) was added under an atmosphere of argon triethylamine (0.219 mL, 1.58 mmol) and N-methylcyclopropanamine oxalate (254 mg, 1.58 mmol). The vial was capped and heated to 1 10 C for 17 h. The reaction mixture was diluted with EtOAc (20 mL) and was washed with water (15 mL) and brine (15 mL). The aqueous layers were extracted twice with EtOAc (20 mL). The combined organic extracts were dried (MgS04), filtered and concentrated in vacuo. Purification by flash chromatography (silica, gradient: 0% to 10% MeOH in CH2Cb) afforded the title compound (40 mg, 68%) as a light brown gum. MS (ESI): 352.2 ([M+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. 67622-86-0, 2-Methyl-1-(methylamino)propan-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CECERE, Giuseppe; GROEBKE ZBINDEN, Katrin; HERNANDEZ, Maria-Clemencia; KNUST, Henner; KOBLET, Andreas; OLIVARES MORALES, Andres Miguel; PATINY-ADAM, Angelique; PINARD, Emmanuel; RUNTZ-SCHMITT, Valerie; STEINER, Sandra; (328 pag.)WO2019/238633; (2019); A1;,
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Application of 5299-60-5, 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 5299-60-5 as follows.

Ethyl 6-methylsulfonyloxyhexanoate (2). A solution of monodispersed ethyl 6-hydroxyhexanoate (50.76 ml, 50.41 g, 227 mmol) in dry dichloromethane (75 ml) was chilled in an ice bath and placed under a nitrogen atmosphere. Triethylamine (34.43 ml, 24.99 g, 247 mmol) was added. A solution of methanesulfonyl chloride (19.15 ml, 28.3 g, 247 mmol) in dry dichloromethane (75 ml) was added dropwise from an addition funnel. The mixture was stirred for three and one half hours, slowly being allowed to come to room temperature as the ice bath melted. The mixture was filtered through silica gel, and the filtrate was washed successively with water, saturated NaHCO3, water and brine. The organics were dried over Na2SO4, filtered and concentrated in vacuo to a pale yellow oil. Final purification of the crude product was achieved by flash chromatography (silica gel, 1/1 hexanes/ethyl acetate) to give the monodispersed compound 2 (46.13 g, 85%) as a clear, colorless oil. FAB MS: m/e 239 (M+H), 193 (M-C2H5O).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5299-60-5, its application will become more common.

Reference:
Patent; Soltero, Richard; Ekwuribe, Nnochiri N.; Opawale, Foyeke; Rehlander, Bruce; Hickey, Anthony; Li Li, Bovet; US2003/69170; (2003); A1;,
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Reference of 76066-27-8, 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 76066-27-8, name is 1-(Aminomethyl)cyclopentanol hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

Step A. 1-{[(4-Bromo-2-nitrophenyl)amino]methyl}cyclopentanol The mixture of 2,5-dibromonitrobenzene (Tokyo Kasei Kogyo Co., Ltd., 5.4 g, 19.2 mmol), 1-(aminomethyl)cyclopentanol hydrochloride (J. Med. Chem. 1981, 24, 12-16, 4.3 g, 28.4 mmol) and N,N-diisopropylethylamine (8.4 mL, 48.1 mmol) in 1-methyl-2-pyrrolidinone (32 mL) was microwaved for 30 min at 200 C. The reaction was quenched with water and extracted three times with ethyl acetate. The combined organic layers were dried over sodium sulfate and filtered. The filtrate was concentrated and the residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:1 as eluent) to afford the title compound (2.6 g, 43%) as an orange amorphous solid. 1H-NMR (CDCl3) delta: 8.36 (br s, 1H), 8.32 (d, J=2.2 Hz, 1H), 7.49 (dd, J=8.8, 2.2 Hz, 1H), 6.83 (d, J=9.5 Hz, 1H), 3.40 (d, J=5.1 Hz, 2H), 1.96-1.67 (m, 8H), a peak of OH was not identified. MS (ESI) 315 (M+H)+, 313 (M-H)-.

According to the analysis of related databases, 76066-27-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kon-I, Kana; Matsumizu, Miyako; Shima, Akiko; US2006/94750; (2006); A1;,
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