Tag: M.W=100-200

Electric Literature of 41175-50-2 ,Some common heterocyclic compound, 41175-50-2, molecular formula is C12H15NO, 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.

/V-ethyl-/V-(2,3,6,7-tetrahydro-1 H,5H,12H-quinolizino[1,9-bc]phenoxazin-12- ylidene)ethanaminium (LGW-02-86). Compound 26 (50 mg, 0.26 mmol) was dissolved in a solution of /-PrOH/H20 (9/1 , 1 mL) at 80 C for 30 min. A suspended solution of 35 (58 mg, 0.28 mmol) and HCICU (70%, 30 mI_) in 90% /-PrOH (2 ml_) was added in 4 portions over 1 h. The resulting solution was stirred overnight. After which, the dark blue solution was evaporated under reduced pressure, and the residue was purified on a Biotage Isolera Flash System using SNAP Ultra cartridge with a mobile phase of CHCI3 and MeOH containing 0.5% formic acid (gradient, 2-15% of MeOH in CHCI3). The fractions containing product were pooled and evaporated, affording LGW-02-86 (36 mg, 34%) as a dark blue solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,41175-50-2, its application will become more common.

Reference:
Patent; OREGON HEALTH & SCIENCE UNIVERSITY; OREGON STATE UNIVERSITY; GIBBS, Summer L.; BARTH, Connor W.; ALANI, Wathah G.; SHAH, Vidhiben; WANG, Lei; (167 pag.)WO2020/33435; (2020); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 873-76-7, (4-Chlorophenyl)methanol, 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, Safety of (4-Chlorophenyl)methanol, blongs to alcohols-buliding-blocks compound. Safety of (4-Chlorophenyl)methanol

General procedure: 0.5 mmol substrate, 1.5 mmol NH4OAc, 0.15 mmol TEMPO, 2 mL AcOH and 0.15 mmol HNO3 weresuccessively added to a dried 45 mL tube filled with 1atm oxygen. Then the reaction tube was sealed andplaced in a constant-temperature oil bath to perform the reaction for 12 h. Once the reaction time wasreached, the mixture was cooled to room temperature. Then the mixture was alkalized to pH 7-8 with sodiumhydroxide aqueous solution. GC analysis of organic phase provided the GC yields of the products.Subsequently, the crude product from another parallel experiment was purified by column chromatography,and identified by 1H-NMR, 1C-NMR or GC-MS

The synthetic route of 873-76-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhao, Bo; Ren, Yun-Lai; Ren, Fangping; Tian, Xinzhe; Zhao, Shuang; Letters in Organic Chemistry; vol. 15; 7; (2018); p. 627 – 632;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 1467-84-1, name is (trans-4-Aminocyclohexyl)methanol, molecular formula is C7H15NO, 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. Recommanded Product: (trans-4-Aminocyclohexyl)methanol

To a stirred solution of 2,4-dichloro-5-nitropyrimidine (0.6 g, 3 mmol) in THF (10 mL) was added DIPEA (0.4 g, 3 mmol) dropwise followed by ((1R,4R)-4-aminocyclohexyl)methanol (0.4 g, 3 mmol) at ambient temperature. The reaction mixture was stirred at ambient temperature for 4 h. Completion of the reaction was confirmed by UPLC. The product was isolated to afford ((1R, 4R)-4-((2-chloro-5-nitropyrimidin-4-yl)amino)cyclohexyl)methanol (0.3 g, 33%) as a yellow solid. MS (ESI) m/z 287 [M+1]+.

With the rapid development of chemical substances, we look forward to future research findings about 1467-84-1.

Reference:
Patent; Celgene Corporation; CANAN, Stacie S.; HAWRYLUK, Natalie Anne; WITTY, Michael John; (74 pag.)US2017/348315; (2017); A1;,
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.18068-06-9, name is 4-Methoxycyclohexanol, molecular formula is C7H14O2, molecular weight is 130.19, as common compound, the synthetic route is as follows.Computed Properties of C7H14O2

To a mixture of 5 g aluminiumtrichloride (37.5 mmol) and 9.32 ml of lithiumaluminiumhydride in diethylether (1 M) is added a solution of 4.8 g 4-methoxy- cyclohexanol (36.8 mmol ,cis/trans-mixture) in 5 ml of diethylether. The reaction mixture is stirred for 20 minutes at room temperature and then concentrated in vacuo. Diethylether is added and decanted off several times. Diethylether is added to the residue and then sulfuric acid (10%) is added until both phases are clear. The organic phase is separated and extracted consecutively with water and saturated sodium bicarbonate solution. The organic phase is dried.Yield: 1 .33 g (28%)ESI mass spectrum: m/z = 131 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,18068-06-9, 4-Methoxycyclohexanol, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HECKEL, Armin; HIMMELSBACH, Frank; LEHMANN-LINTZ, Thorsten; REDEMANN, Norbert; SAUER, Achim; THOMAS, Leo; BLACK, Phillip; BLACKABY, Wesley; DANILEWICZ, John; LINNEY, Ian; AUSTEN, Matthias; SCHNEIDER, Martin; SCHREITER, Kay; WO2011/104338; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 35106-82-2 ,Some common heterocyclic compound, 35106-82-2, molecular formula is C9H10O, 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.

Step 1: 1-(chloromethyl)-2-vinylbenzene A solution of (2-vinylphenyl)methanol (3.10 g, 23.1 mmol) in DCM (30 mL) was cooled down to 0¡ã C., and then added MsCl (2.01 mL, 27.7 mmol) dropwise. The resulted mixture was stirred at room temperature for overnight. After the mixture was diluted with DCM (50 mL), the organic layer was washed with H2O (30 mL*2), saturated NaHCO3 aqueous solution and brine successively, then dried over sodium sulfate, filtered and concentrated to afford 1-(chloromethyl)-2-vinylbenzene (2.92 g, yield: 83percent) as colorless oil, which can directly used for next step.

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. 35106-82-2, (2-Vinylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SHANGHAI DE NOVO PHARMATECH CO. LTD.; GAO, Daxin; YANG, Heping; WANG, Pei; (84 pag.)US2017/37038; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 39590-81-3, Adding some certain compound to certain chemical reactions, such as: 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane,molecular formula is C5H10O2, 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 39590-81-3.

Step 1; Synthesis of 1,1-bis(methanesulfonyloxymethyl)cyclopropane 1,1-Bishydroxymethylcyclopropane(3.0 g, 29.4 mmol) in 40 ml of dichloromethane was mixed with triethylamine (11.9 g, 118 mmol), and methanesulfonyl chloride (10.1 g, 88.2 mmol) was added dropwise with cooling with ice. The reaction solution was stirred for 2 hours while it was gradually warmed to room temperature. After the reaction, chloroform and water were added, and the organic layer was separated, washed with water, then dried with saturated aqueous sodium chloride and over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (n-hexane/ethyl acetate = 9/1 to 1/1) to obtain 2.85 g of the desired product as a white solid.

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. 39590-81-3, 1,1-Bis(Hydroxymethyl)cyclopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nissan Chemical Industries, Ltd.; EP2336104; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 101-32-6, 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. 101-32-6, name is 2,2-(Benzylimino)diethanol. A new synthetic method of this compound is introduced below.

Synthesis was performed according to the published procedure[17] with some alterations as mentioned below. 2,2′-(Benzylazanediyl)bis(ethan-1-ol) (759 mg, 3.89 mmol) in anhydrous THF (40 mL) was transferred into the two-necked flask under argon atmosphere. A solution of 1 M potassium tert-butoxide in THF(8.03 g, 71.56 mmol) was slowly injected into the reaction mixture. Pentaethylene glycol di(p-toluenesulfonate) (2.12 g, 3.89 mmol) was dissolved in anhydrous THF (20 mL) and added to the reaction mixture dropwise. The mixture was stirred for 2.5 h at 40 C. TLCanalysis (ethyl acetate/MeOH 5:1, Rf of 4 = 0.29) indicated that thereaction was completed immediately. THF was evaporated under reduced pressure. The product was dissolved in ethyl acetate (50 mL) and extracted with 5% hydrochloric acid (v/v) (3 x 50 mL).T he water layer was collected, and neutralized by 1 M NaOH and the product was extracted three times with ethyl acetate(3 x 80 mL). The organic layer was collected and evaporated todryness. The crude product was purified by column chromatographyon silica with ethyl acetate/MeOH/TEA 15:1:0.1 as an eluent. After some impurities were washed out, the mobile phase was changed to ethyl acetate/MeOH/TEA 15:3:1 as the eluent. Yield: 792 mg (51%) of colorless oil. 1H NMR (500 MHz, CDCl3, 25 C):d 2.74-2.93 (m, 4H, CH2), 3.59-3.72 (m, 26 H, CH2) and 7.22e7.41 ppm (m, 5 H, Bn-H); MS (APCI): m/z 398.7 [MH]. The other analytical data corresponded well with data published in the literature

At the same time, in my other blogs, there are other synthetic methods of this type of compound,101-32-6, 2,2-(Benzylimino)diethanol, and friends who are interested can also refer to it.

Reference:
Article; Lochman, Lukas; Svec, Jan; Roh, Jaroslav; Novakova, Veronika; Dyes and Pigments; vol. 121; (2015); p. 178 – 187;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 1211539-82-0, 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. 1211539-82-0, name is 2,2-Difluorobenzo[d][1,3]dioxol-5-ol. A new synthetic method of this compound is introduced below.

(3) 2.87 g (10.94 mmol) of triphenylphosphine was added to a solution having 1.50 g (7.72 mmol) of ethyl 4-(2-hydroxyethyl)benzoate obtained in the above (1) and 1.38 g (7.95 mmol) of 2,2-difluoro-5-hydroxybenzodioxolane obtained in the above (2) dissolved in 30 ml of THF, followed by stirring for 5 minutes. Then, 4.88 ml (10.73 mmol) of DEAD (2.2 M toluene solution) was added, followed by stirring further for 3 days. The solvent was distilled off under reduced pressure, the obtained crude product was purified by silica gel column chromatography (developing solvent: heptane/ethyl acetate=90/10) to obtain 1.79 g (yield: 66.1%) of ethyl 4-(2-(3,4-(difluoromethylenedioxy)phenoxy)ethyl)benzoate as a pale yellow solid. (0296)H-NMR(300 MHz, CDCl, deltappm): 8.01(d, 2H, J=8.4 Hz), 7.35(d, 2H, J=8.4 Hz), 6.92(dd, 1H, J=8.7 Hz, 2.1 Hz), 6.65(d, 1H, J=2.1 Hz), 6.54(d, 1H, J=8.7 Hz), 4.40-4.30(m, 2H), 4.18-4.05(m, 2H), 3.18-3.08(m, 2H), 1.44-1.30(m, 3H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1211539-82-0, 2,2-Difluorobenzo[d][1,3]dioxol-5-ol, and friends who are interested can also refer to it.

Reference:
Patent; ISHIHARA SANGYO KAISHA, LTD.; HIGUCHI, Koji; BOLDBAATAR, DamdinSuren; TAZAWA, Yuta; KANUMA, Michiko; (70 pag.)US2016/192651; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 35364-79-5, name is 2-(3,4-Dichlorophenyl)ethanol, molecular formula is C8H8Cl2O, 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. HPLC of Formula: C8H8Cl2O

General procedure: To a solution of 18 (100 mg,0.420 mmol) and [4-(trifluoromethyl)phenyl]methanol (111 mg,0.630 mmol) in THF (10.0 mL), PPh3 (178 mg, 0.68 mmol), a 40%diethyl azodicarbonate toluene solution (309 lL, 0.680 mmol)were added at room temperature, and stirred under N2 atmosphereat 60 C for 4 h. After cooling to room temperature, the solvent wasdistilled off under reduced pressure. The residue was purified bysilica gel column chromatography (hexane/AcOEt = 100:0 to 95:5(v/v)) to obtain 19k as colorless oil (125 mg, 75%).

With the rapid development of chemical substances, we look forward to future research findings about 35364-79-5.

Reference:
Article; Takano, Rieko; Yoshida, Masao; Inoue, Masahiro; Honda, Takeshi; Nakashima, Ryutaro; Matsumoto, Koji; Yano, Tatsuya; Ogata, Tsuneaki; Watanabe, Nobuaki; Hirouchi, Masakazu; Kimura, Takako; Toda, Narihiro; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5546 – 5565;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 111-32-0, 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. 111-32-0, name is 4-Methoxybutan-1-ol. A new synthetic method of this compound is introduced below.

Organic Compound A Organic compounds A which is to be added in the course of manufacturing magnetic microparticles, is prepared in the manner described below. A hydroxyl group of malic acid and that of tetramethyleneglycol monomethyl ether were reacted through hexamethylene diisocyanate to form tetramethyleneglycol monomethyl ether-modified malic acid (A-1). Similarly to the foregoing, hexamethyleneglycol monomethyl ether-modified malic acid (A-2) and decaethyleneglycol monomethyl ether-modified malic acid (A-3) were prepared. An amino group of asparagic acid and that of tetramethyleneglycol-monomethyl ether were reacted through hexamethylene diisocyanate to form tetramethyleneglycol monomethyl ether-modified asparagic acid (A-4). A hydroxyl group of malic acid was reacted with octanoic acid chloride to form octanoic acid-modified malic acid (A-5). An amino group of asparagic acid was reacted with stearic acid chloride to form stearic acid-modified asparagic acid (A-6). The thus prepared organic compound A is as follows: A-1: tetramethyleneglycol monomethyl ether-modified malic acid, A-2: hexamethyleneglycol monomethyl ether-modified malic acid, A-3: decaethyleneglycol monomethyl ether-modified malic acid, A-4: tetramethyleneglycol monomethyl ether-modified asparagic acid, A-5: octanoic acid-modified malic acid, A-6: stearic acid-modified asparagic acid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,111-32-0, 4-Methoxybutan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Konica Minolta Medical & Graphic, Inc.; US2006/99145; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts