Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 623-04-1, (4-Aminophenyl)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, 623-04-1, blongs to alcohols-buliding-blocks compound. Computed Properties of C7H9NO

a) tert-Butyl N-(4-(hydroxymethyl)phenyl)carbamate. (4-Aminophenyl)methanol (1.23 g, 10 mmol) and diisopropylethylamine (2.6 mL, 15 mmol) was mixed with di-tert-butyl dicarbonate (2.62 g, 12 mmol) in dichloromethane (50 mL). The mixture was stirred at room temperature overnight. Ethyl acetate was added and the organic layer was washed with water, 1.0N HCl, saturated sodium carbonate, water, brine, dried over MgSO4, filtered and evaporated. The crude product was purified by flash column chromatography with Ethyl acetate/heptane (2:3) to give tert-butyl N-(4-(hydroxymethyl)phenyl) carbamate (2.16 g, 9.67 mmol). 1H NMR (CDCl-d) delta1.52 (s, 9H), 4.63 (s, 2H), 6.47 (bs, 1H), 7.30 (d, 8.5 Hz, 2H), 7.36 (d, 8.5 Hz,2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-04-1, its application will become more common.

Reference:
Patent; Hirst, Gavin C.; Calderwood, David; Munschauer, Rainer; Arnold, Lee D.; Johnston, David N.; Rafferty, Paul; US2003/153752; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 13330-96-6, 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 13330-96-6 as follows.

General procedure: To a solution of 6-substituted pyridazinone 9 (0.5 mmol) in DMF (10 mL) was added Cs2CO3 (0.55 mmol). An appropriately substituted nitro benzyl chloride (0.52 mmol) was added and the resulting mixture was stirred at 40-50 C for 3 h, the solvent was removed under reduced pressure and the residue was dissolved in EtOAc (30 mL), which was then washed with brine (3 × 10 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo. The crude product, 2-nitrobenzyl-6-substituted-pyridazin-3(2H)-one (10), was used in the next step without further purification. To a solution of 10 in 95 % ethanol (50 mL) was added acetic acid (10 mmol) followed by slow addition of iron powder (2 mmol). The resulting mixture was stirred for 5 h at 100 C. The mixture was then filtered through celite and the filter cake was washed with 95 % ethanol (3 × 15 mL). The combined ethanol filtrates were evaporated in vacuo and the residue was re-dissolved in ethyl acetate (30 mL). The organic layer was washed with brine (3 × 10 mL) and 2 M NaOH (10 mL) sequentially. The organic layer was dried over anhydrous Na2SO4, evaporated in vacuo to afford 2-aminobenzyl-6-substituted-pyridazin-3(2H)-one (11) as a yellow solid, which was used without further purification. To a stirred solution of 11 and triphosgene (1 mmol) in dry dichloromethane (5 mL) was added triethylamine (2 mmol) under nitrogen atmosphere. A solution of the corresponding alcohol (1 mmol) in dichloromethane (5 mL) was added 5-10 min later and the mixture was stirred at room temperature overnight, diluted with dichloromethane (15 mL) and washed with water (3 × 20 mL). The organic phases were separated, combined, dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by using column chromatography to afford the corresponding product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13330-96-6, its application will become more common.

Reference:
Article; Xing, Weiqiang; Ai, Jing; Jin, Shiyu; Shi, Zhangxing; Peng, Xia; Wang, Lang; Ji, Yinchun; Lu, Dong; Liu, Yang; Geng, Meiyu; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 302 – 312;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 41175-50-2, 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. 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, molecular formula is C12H15NO, 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.

Phosphorous oxychloride (2.7 mL, 4.4 g, 29 mmol) was added dropwise in flask containing 10 mL DMF for a period of 15 min at 4 C. A solution of 8-hydroxyjulolidine 7 (5.15 g,26.9 mmol) in DMF (5 mL) was then added dropwise to the complex over period of 10 min. When the addition was complete,the reaction was stirred at room temperature for 30 min,and then heated at 100 C for 30 min. After cooling to room temperature, 30 mL of water was added to the stirred dark solution. The aqueous mixture was stirred for 1.5 h resulting in the formation of a blue-green precipitate. The precipitate was isolated by filtration, washed with water and dried. The crude product was purified by column chromatography on silica gel(Toluene/EtOAc, 2:1) Yield = 94 %, m.p. 73-74 C

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol.

Reference:
Article; Chemate, Santosh B.; Sekar, Nagaiyan; Journal of Fluorescence; vol. 25; 6; (2015); p. 1615 – 1628;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 6214-44-4, (4-Ethoxyphenyl)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, COA of Formula: C9H12O2, blongs to alcohols-buliding-blocks compound. COA of Formula: C9H12O2

Reference Example 026 Preparation of Compound 46 (0606) (0607) Dibenzo-18-crown-6 (0.152 mg, 11.8 mmol) and potassium hydroxide (1.14 g, 20.3 mmol) were added to the toluene solution (30 mL) of Compound 38 (2.0 g, 8.44 mmol) and 4-ethoxybenzylalcohol (1.80 g, 11.8 mmol), and the mixture was stirred at 120 C. for 2 hours. Water was added to the mixture, and the mixture was extracted with chloroform. The organic layer was dried over magnesium sulfate. The solvent was condensed under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate-hexane) to afford Compound 46 (2.42 g, yield 93%). (0608) 1H-NMR (CDCl3) delta: 8.20 (d, J=2.4 Hz, 1H), 7.62 (dd, J=8.8, 2.5 Hz, 1H), 7.38-7.32 (m, 2H), 6.91-6.86 (m, 2H), 6.68 (d, J=8.7 Hz, 1H), 5.25 (s, 2H), 4.03 (q, J=7.0 Hz, 2H), 1.41 (t, J=7.0 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6214-44-4, (4-Ethoxyphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; SHIONOGI & CO., LTD.; Matsumura, Akira; Kobayashi, Naotake; Nishiura, Yuji; Tagashira, Sachie; Kida, Shiro; Kurahashi, Kana; Yonehara, Mitsuhiro; US2015/246938; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 1450754-41-2, Adding some certain compound to certain chemical reactions, such as: 1450754-41-2, name is 2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol,molecular formula is C7H10N2O, 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 1450754-41-2.

(f) Imidazole (740 mg, 10.87 mmol, 3.0 eq), triphenylphosphine (1.05 g, 3.99 mmol, 1.1 eq) and dichloromethane (5 ml) were added to the reaction flask and cooled to 0 C.Add iodine (1.1 g, 4.35 mmol, 1.2 eq), and add the incubation reaction for 30 minutes.A solution of compound 5 (500 mg, 3.62 mmol, 1 eq) in dichloromethane (1 ml) was added at low temperature, and the mixture was stirred for 4 hours.Quenched with saturated sodium sulfite solution, extracted with ethyl acetate, dried and dried.Purified by column to obtain 400 mg of compound 6, yield: 46%

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. 1450754-41-2, 2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Suzhouguangdian Biological Technology Co., Ltd.; Ni Runyan; Wang Wei; (8 pag.)CN109369532; (2019); A;,
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.2568-33-4, name is 3-Methylbutane-1,3-diol, molecular formula is C5H12O2, molecular weight is 104.1476, as common compound, the synthetic route is as follows.Computed Properties of C5H12O2

To 3-methylbutane-1,3-diol (0.1 g, 0.98 mmol) was added potassium t-butoxide (0.94 mL, 1M in THF) and stirred for 10 minutes. Example 1E (0.2 g, 0.47 mmol) in 1.2 mL of THF was added and the mixture stirred at ambient temperature for 30 minutes. The mixture was diluted with dichloromethane, 20 muL of glacial acetic acid was added and the resulting mixture was filtered, loaded onto silica and chromatographed. (0-20% MeOH in dichloromethane (0.1% NH4OH) over 900 mL) to afford the title compound (70 mg, 0.14 mmol, 29% yield). 1H NMR (300 MHz, CDCl3) delta ppm 1.30 (s, 6H), 1.41 (s, 9H), 1.67-1.92 (m, 3H), 1.94-2.09 (m, 3H), 3.60-3.81 (m, 2H), 3.85 (s, 3H), 4.11-4.23 (m, 1H), 4.23-4.33 (m, 3H), 4.54 (dd, J=15.1, 2.9 Hz, 1H), 6.98 (d, J=8.5 Hz, 1H), 7.01 (s, 1H), 7.53 (dd, J=8.6, 2.2 Hz, 1H), 8.26 (d, J=2.4 Hz, 1H). MS (DCI/NH3) m/z 512.3 (M+H)+. Analytical calculated for C26H36F3N3O4.0.2H2O: C, 60.56; H, 7.13; N, 8.15. Found: C, 60.57; H, 7.25; N, 8.12

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2568-33-4, 3-Methylbutane-1,3-diol, and friends who are interested can also refer to it.

Reference:
Patent; ABBOTT LABORATORIES; US2010/69348; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 27646-80-6, Adding some certain compound to certain chemical reactions, such as: 27646-80-6, name is 2-Methyl-2-(methylamino)propan-1-ol,molecular formula is C5H13NO, 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 27646-80-6.

To a solution of 6-bromonicotinic acid (240 mg) in ethyl acetate (10 mL) were added N,N-diisopropylethylamine (0.62 mL), 1.7 M propane phosphonic acid anhydride ethyl acetate solution (1.0 mL) and 2-methyl-2-(methylamino)propan-1-ol (120 mg), and the mixture was stirred at room temperature for 16 hr, and then at 50° C. for 2 hr. To the reaction mixture was added saturated aqueous sodium hydrogencarbonate solution, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed successively with water and saturated brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (NH, hexane/ethyl acetate) to give the title compound (42 mg). MS(ESI+): [M+H]+ 286.8.

According to the analysis of related databases, 27646-80-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Saitoh, Morihisa; Yogo, Takatoshi; Kamei, Taku; Tokunaga, Norihito; Ohba, Yusuke; Yukawa, Takafumi; (191 pag.)US2016/159773; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 108-82-7, 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 108-82-7, name is 2,6-Dimethylheptan-4-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a stirred solution of 4 (1.0 mmol) in 1,4-dioxane or acetonitrile (5 mL) at 0 C was added 1,8-diazabicyclo[5.4.0]undec-7-ene (2 mmol) followed by alcohol compound (1.2 mmol). The reaction mixture was stirred at 50 C for overnight, and extracted with EtOAc for several times. The combined organic layers were washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel using EtOAc:hexane (1:2) as eluant.

According to the analysis of related databases, 108-82-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Thorat, Shivaji A.; Kang, Dong Wook; Ryu, Hyungchul; Kim, Myeong Seop; Kim, Ho Shin; Ann, Jihyae; Ha, Taehwan; Kim, Sung-Eun; Son, Karam; Choi, Sun; Blumberg, Peter M.; Frank, Robert; Bahrenberg, Gregor; Schiene, Klaus; Christoph, Thomas; Lee, Jeewoo; European Journal of Medicinal Chemistry; vol. 64; (2013); p. 589 – 602;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 100-37-8, 2-(Diethylamino)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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

11.7 g of diethylaminoethanol was dissolved in 200 ml of 10% sodium bicarbonate solution and 100 ml of acetone. 31.1 g (0.1 mol) of 5- (2,4-difluorophenyl) acetylsalicyl chloride was added to the reaction mixture. The mixture was stirred at room temperature for 3 hours. The solvent is evaporated. The residue was suspended in 500 ml of ethyl acetate. To the reaction mixture was added 200 ml of 5% sodium bicarbonate. The ethyl acetate layer was collected and washed three times with 500 ml each. The ethyl acetate solution was dried over anhydrous sodium sulfate. The sodium sulfate was removed by filtration. The reaction mixture was stirred with 6 g of acetic acid. The organic phase is evaporated. After drying, 35 g of the desired product was obtained in a yield of 88%.

The synthetic route of 100-37-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yu Chongxi; Techfields Biochem Inc.; Yu, Chongxi; Xu, Lina; (21 pag.)CN105439877; (2016); A;,
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.50411-26-2, name is 1-Amino-3-phenylpropan-2-ol, molecular formula is C9H13NO, molecular weight is 151.2056, as common compound, the synthetic route is as follows.Formula: C9H13NO

EXAMPLE 7 5-{4-[2-(3-Phenyl-2-hydroxypropylamino)propoxy]benzyl}thiazolidine-2,4-dione (Compound No. 1-2) 550 mg of 3-phenyl-2-hydroxypropylamine (prepared as described in Preparation 17) and 1.0 g of 5-[4-(2-oxopropoxy)benzyl]thiazolidine-2,4-dione were suspended in 30 ml of anhydrous benzene, and the resulting suspension was heated under reflux for 30 minutes while removing water. Subsequently, the solvent was removed by evaporation under reduced pressure. The resulting oily product was dissolved in 20 ml of anhydrous methanol, 670 mg of sodium cyanoborohydride was added to the solution, whilst ice-cooling, and the mixture was stirred for 2 hours in a stream of nitrogen gas. After this, the reaction mixture was left to stand overnight, and then the solvent was removed by evaporation under reduced pressure. Water was added to the resulting residue, which was then extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was removed from the extract by evaporation under reduced pressure, and the resulting residue was applied to a silica gel chromatography column, which was eluted with a 5:1 by volume mixture of ethyl acetate and ethanol, and crystallized from ethyl acetate, to give 590 mg of the title compound, melting at 145 C. to 152 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,50411-26-2, 1-Amino-3-phenylpropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; Sankyo Company, Limited; US5578620; (1996); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts