Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 148043-73-6, 4,4,5,5,5-Pentafluoropentan-1-ol, 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, 148043-73-6, blongs to alcohols-buliding-blocks compound. Recommanded Product: 148043-73-6

4-Bromo-3-methylbenzylalcohol (4) A solution of methyl 4-bromo-3-methylbenzoate (2.0 g, 8.7 mmol) in dry THF (10 mL) was added to an ice-cooled suspension of lithium aluminiumhydride (400 mg, 10.4 mmol) in dry THF (30 mL). After addition, the mixture was warmed to room temperature and then stirred for 3 h. The excess lithium aluminiumhydride was quenched by successive addition of water (0.4 mL), 15percent NaOHaq (0.4 mL), and water (1.2 mL) under ice cooling. The insoluble material appeared was removed by filtration (celite), and the precipitate was washed by AcOEt (20 mL*5). The combined filtrates were washed with brine (50 mL) and then dried over Na2SO4. The solvent was evaporated, and the obtained product (1.6 g, 100percent) was used for next step without further purification. 1H-NMR (CDCl3, 400 MHz): delta7.53 (1H, d, J=8.1 Hz), 7.26 (1H, d, J=1.5 Hz), 6.40 (1H, dd, J=8.1, 1.5 Hz), 4.68 (2H, s), 2.44 (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,148043-73-6, its application will become more common.

Reference:
Patent; CHANG, Christopher J.; VAN DE BITTNER, Genevieve V.; HIRAYAMA, Tasuku; CHAN, Jefferson; US2014/51863; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 28539-02-8, name is 1-(Hydroxymethyl)benzotriazole, the common compound, a new synthetic route is introduced below. Recommanded Product: 28539-02-8

To tert-butyl ((1S,2S)-2-aminocyclohexyl)carbamate (17-1, 500 mg, 2.33 mmol) in EtOH (30 mL) was added (1H-benzo[d][1,2,3]triazol-1-yl)methanol (17-2, 750 mg, 4.67 mmol) and the resulting mixture was stirred for 3 h. Sodium borohydride (265 mg, 7.00 mmol) was then added and stirring was continued overnight. The reaction mixture was concentrated and then quenched with water. The aqueous phase was extracted with DCM (*3) and the combined organic phases were dried over Na2SO4, filtered, and concentrated. The crude residue was purified by reverse phase RP-C18 column chromatography column eluting with 10 to 100% MeCN in water with 0.1% NH4OH as a modifier to provide the product 25-1 (250 mg, 1.03 mmol, 44% yield) as a white solid. MS [M+H]+=243.2.

The synthetic route of 28539-02-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; BECKWITH, Rohan Eric John; BONAZZI, Simone; CERNIJENKO, Artiom; MA, Fupeng; WARE, Nathaniel F.; US2020/16143; (2020); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 6214-44-4, 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. 6214-44-4, name is (4-Ethoxyphenyl)methanol, molecular formula is C9H12O2, 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.

General procedure: All oxidation experiments are performed in a 120mL autoclave equipped with the magnetic stirring and temperature control. A typical procedure for the oxidation of benzyl alcohol is as follows: 1.08g (10.0mmol) of benzyl alcohol, 0.0156g (0.1mmol) of TEMPO, 0.274g (0.5mmol) of CAN, 0.0690g (1.0mmol) of NaNO2, additive in suitable amount and 10mL of H2O were charged into the reactor, and the atmosphere inside is replaced with oxygen after the reactor is sealed. Then, pure oxygen is charged to 0.3MPa at room temperature. In the following, the autoclave is heated to 80C under stirring, and then kept for 2h. After reaction, the autoclave was cooled to room temperature and excess gas was purged. The mixture was transferred into a flask, in which the reactor was washed with CH2Cl2 for 3-5 times in order to transfer completely. Next, the products are extracted with 6mL CH2Cl2 three times. The obtained products were analyzed with internal standard technique by GC with a flame ionization detector (all products were determined on GC-MS with an Agilent 6890N GC/5973 MS detector).

According to the analysis of related databases, 6214-44-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yan, Yongtao; Tong, Xinli; Wang, Kaixuan; Bai, Xueqin; Catalysis Communications; vol. 43; (2014); p. 112 – 115;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 7287-82-3, 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. 7287-82-3, name is 1-(2-Methylphenyl)ethanol, molecular formula is C9H12O, 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.

General procedure: In a flask under argon atmosphere, iridium catalyst 5 (0.50 or 1.0 mol %), sodium hydroxide (0.50 or 1.0 mol %), water (2 mL), and alcohol (2.0 mmol) were placed. The mixture was stirred under vigorous reflux (temperature of the oil bath was set at 140 C) for 20-96 h. After cooling to room temperature, water (4 mL) was added and the mixture was transferred to a separate funnel. Extraction of the organic compounds with dichloromethane (15 mL x 3), dehydration with sodium sulfate, followed by evaporation under vacuum gave crude mixture. For entries 2-11,the conversion of starting alcohol and the yield of ketone were determined by 1H NMR analysis in chloroform-d using triphenylmethane as an internal standard. For entries 1 and 12-14, the conversion of starting alcohol and the yield of ketone were determined by GC analysis using biphenyl as an internal standard. For entries 2-8, 10, and 11, the product was isolated by silica-gel column chromatography (eluent:ethyl acetate/ hexane).

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 7287-82-3, 1-(2-Methylphenyl)ethanol.

Reference:
Article; Toyomura, Kazuki; Fujita, Ken-Ichi; Chemistry Letters; vol. 46; 6; (2017); p. 808 – 810;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 637031-88-0, 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 637031-88-0, name is 3,3-Difluorocyclobutanol. This compound has unique chemical properties. The synthetic route is as follows.

[0433] Step D: Preparation of 6-fluoro-l-(trifluoromethyl)-5,6- dihvdrospirorcvclopentarc1pyridine-7,2′-rL31dioxolan1-4-ol and l-(trifluoromethyl)-5,6- dihvdrospirorcvclopentarc1pyridine-7,2′-rL31dioxolan1-4-ol: A solution of 4′-bromo-6′-fluoro- -(trifluoromethyl)spiro[l,3-dioxolane-2,7′-5,6-dihydrocyclopenta[c]pyridine] (96.2mg, 0.2800mmol) and 2-(di-t-butylphosphino)-3,6-dimethoxy-2′,4′,6′-tri-i-propyl-l, r-biphenyl (3.4 mg, 0.007 mmol) in 1,4-dioxane (5.0 mL) was sparged with nitrogen for 3 mins. The reaction mixture was then treated sequentially with potassium hydroxide (47.3 mg, 0.84 mmol), water (101 muEpsilon, 5.62 mmol) and [2-(2-aminophenyl)phenyl]-methylsulfonyloxy-palladium; di-t-butyl- [3,6-dimethoxy-2-(2,4,6-triisopropylphenyl)phenyl]phosphane (6.0 mg, 0.007 mmol) under continuous nitrogen stream. The vessel was sealed and heated to 80 C for 1 h and 30 min. The reaction mixture was quenched by the addition of acetic acid (64.3 muEpsilon, 1.13 mmol). The reaction mixture was poured into 75 mL of water and extracted with 4 x 20 mL EtOAc. The combined organics were dried with MgS04, filtered, and concentrated to dryness. The product was used without further purification (87 mg). During the reaction, some of the hydrodefluorinated product formed as an impurity. Data for 6-fluoro-l-(trifluoromethyl)-5,6- dihvdrospirorcvclopentarclpyridine-7.2′-ri.31dioxolanl-4-ol: LCMS ESI (+) (M+H) m/z 280. Data for l-(trifluoromethyl)-5,6-dihydrospiro[cyclopenta[clpyridine-7,2′-[L31dioxolanl-4-ol: LCMS ESI (+) (M+H) m/z 262. [0434] Step E: Preparation of 4-(3,3-difluorocvclobutoxy)-6-fluoro-l-(trifluoromethyl)- 5,6-dihydrospiro[cyclopenta[clpyridine-7,2′-[L31dioxolanel and 4-(3 , 3 -difluorocy clobutoxy)- 1 – (trifluoromethyl)-5,6-dihvdrospirorcvclopentarc1pyridine-7,2′-rL31dioxolane1: A solution of impure 6′-fluoro- -(trifluoromethyl)spiro[l,3-dioxolane-2,7′-5,6-dihydrocyclopenta[c]pyridine]- 4′-ol (44.0 mg, 0.16 mmol), polymer supported triphenylphosphine (-2.06 mmol/g, 306.2 mg, 0.63 mmol), and 3,3-difluoro-cyclobutanol (68.1 mg, 0.63 mmol) in tetrahydrofuran (3.2 mL) was treated with diisopropyl azodicarboxylate (120 mu^, 0.61 mmol) and stirred at 60 C for 2 h. The reaction mixture was filtered and the filter cake rinsed with 20 mL EtOAc. The filtrate was concentrated and purified by chromatography on silica using 10-30% EtOAc/hexane to afford a clear solid (39.0 mg, 67%) that was a 2: 1 mixture of the fluorinated and hydrodefluorinated products. LCMS ESI (+) (M+H) m/z 370. Data for 4-(3.3 -difluorocvclobutoxy)-6-fluoro- 1 – (trifluoromethyl)-5,6-dihvdrospirorcvclopentarc1pyridine-7,2′-rL31dioxolane1: LCMS ESI (+) (M+H) m/z 370. Data for 4-(3.3-difluorocvclobutoxyVl-(trifluoromethvn-5.6- dihvdrospirolcvclopentalc1pyridine-7.2′-r 1.3 ldioxolanel : LCMS ESI (+) (M+H) m/z 352.

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 637031-88-0, 3,3-Difluorocyclobutanol.

Reference:
Patent; PELOTON THERAPEUTICS, INC.; WEHN, Paul; XU, Rui; YANG, Hanbiao; (146 pag.)WO2016/144826; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 2050-25-1, 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. 2050-25-1, name is 2-(2-(Benzyloxy)ethoxy)ethanol, molecular formula is C11H16O3, 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.

26.3 g of diethylene glycol benzyl ether was dissolved in 140 mL of DMF, 5.4 g of 60% NaH was added at 0 to 5 C., and the mixture was stirred for 30 minutes. Then, a solution of 17.3 g of 3-nitrophthalonitrile in 60 mL of DMF was added dropwise and the mixture was stirred at 0 to 5 C. for 2 hours. The reaction solution was discharged into 2500 mL of diluted hydrochloric acid, stirred for 30 minutes, and the precipitate was collected by filtration, washed with water and dried. The obtained solid was recrystallized from 80% isopropyl alcohol aqueous solution to obtain a yellowish white solid 21.7 g (melting point 98.5 to 100.5 C) was obtained.

According to the analysis of related databases, 2050-25-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; YAMAMOTO CHEMICALS INCORPORATED; KUMAGAE, YOJIRO; HORIUCHI, KENICHIRO; (40 pag.)JP2016/204536; (2016); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 1467-84-1, name is (trans-4-Aminocyclohexyl)methanol, the common compound, a new synthetic route is introduced below. category: alcohols-buliding-blocks

PREPARATION 50 2-((1r,4r)-4-Aminocyclohexyl)acetonitrile a) tert-Butyl (1 r,4r)-4-(hydroxymethyl)cyclohexylcarbamate Di-tert-butyl dicarbonate (3.04 g, 13.9 mmol) was added to a stirred solution of ((1r,4r)-4-aminocyclohexyl)methanol (1.50 g, 11.6 mmol) in tetrahydrofuran (20 mL). After stirring overnight at room temperature, the mixture was evaporated and partitioned between ethyl acetate and water. The organic layer was washed with water, brine, dried (MgSO4) and evaporated. The residue was treated with hexanes and the suspension was filtered to give the title compound (2.11 g, 79%) as a white solid. LRMS (m/z): 228 (M-H)+.1H NMR (300 MHz, DMSO-d6) delta ppm 0.84 – 0.95 (m, 2H), 1.05 – 1.18 (m, 2H), 1.20 – 1.29 (m, 2H), 1.40 (s, 9H), 1.71 -1.80 (m, 3H), 3.14 (m, 1H), 3.21 (t, 2H), 4.41 (t, 1H), 6.73 (d, 1H).

The synthetic route of 1467-84-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; GONZALEZ RODRIGUEZ, Jacob; GOMEZ CASTILLO, Elena; BACH TANA, Jordi; WO2011/157397; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 100-37-8, 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 100-37-8 as follows.

Preparation of diethylaminoethyl 5-(2,4-difluorophenyl) salicylate.AcOH [39] 11.7 g (0.1 mol) of diethylaminoethanol was dissolved in 10% sodium bicarbonate (200 ml) and acetone (100 ml). 31.1 g (0.1 mol) of 5-(2,4-difluorophenyl) acetylsalicyl chloride was added into the reaction mixture. The mixture is stirred for 3 hours at RT. The solvents are evaporated off. The residue is suspended in ethyl acetate (500ml). 5% sodium bicarbonate (200 ml) is added into the reaction mixture with stirring. Ethyl acetate layer is collected and washed with water ( 3 x 500 ml). The ethyl acetate solution was dried over anhydrous sodium sulfate. Sodium sulfate is removed by filtration. 6 g of acetic acid is added into the reaction mixture with stirring. The organic solution was evaporated off. After drying, it yielded 36 g of the desired product (88%). Hygroscopic product; Solubility in water: 400 mg/ml; Elementary analysis: C H F NO5; MW: 409.42. Calculated % C: 61.60; H: 6.15; F: 9.28; N: 3.42; O: 19.54; Found % C: 61.56; H: 6.18; F: 9.27; N: 3.40; O: 19.59. 1H-NMR (400 MHz, CDCl3): delta: 1.56 (t, 6H), 2.21 (s, 3H), 3.27 (m, 4H), 3.70(m, 2H), 4.69 (t, 2H), 4.9 (b, IH), 6.74 (m, IH), 6.84 (m, IH), 7.0 (b, H), 7.06 (b, IH), 7.15 (m, IH), 7.44 (m, IH), 7.86 (m, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100-37-8, its application will become more common.

Reference:
Patent; TECHFIELDS BIOCHEM CO. LTD; YU, Chongxi; WO2008/12603; (2008); 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. 3973-18-0, name is Propynol ethoxylate, molecular formula is C5H8O2, 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. Quality Control of Propynol ethoxylate

General procedure: 4-hydroxy-2-butanone (20, 1.00 g, 11.35 mmol) was pipetted into a dry flask and cooled to 0C under nitrogen atmosphere. 7N methanolic ammonia (11.2 mL, 79 mmol) was added via syringe, and the solution was allowed to stir at 0C for 3 hours. A solution of hydroxylamine-O-sulfonic acid (1.476 g, 13.05 mmol) in methanol (9.7 mL) was added dropwise, then was allowed to stir for an additional 16 hours while slowly warming to room temperature. The reaction was filtered through a sintered glass funnel, then transferred to a reaction vessel and re-cooled to 0C. Triethylamine (1.58 mL,11.35 mmol) was added, then molecular iodine (2.88 g, 11.35 mmol) was added slowly in 10 equal portions until the purple/brown color of iodine persisted in the reaction vessel. The solvent was removed under reduced pressure, and purification of the crude isolate via Kugelrohr distillation (60C, 1-3 torr) delivered the 2,2-diazirinyl intermediate as a clear oil (304 mg, 27% yield). A portion of this intermediate (300 mg, 3.00 mmol) was dissolved in dry pyridine (6 mL) and cooled to 0C in an ice bath. To this solution was added p-toluenesulfonyl chloride (628 mg, 3.30 mmol). The reaction mixture was allowed to stir for 24 hours at 0-4C, then was poured into a mixture of 37%w/v HCl (15 mL) and ice (80 mL). The resulting suspension was extracted 3x with ether, then the pooled organic layers were washed with 1N HCl solution, 1N NaOH solution, water, and brine. The organic extract was dried over MgSO4, vacuum filtered, and concentrated to a clear oil (428 mg, 15% yield over 3 steps) used without further purification. TLC Rf (2:1 hex:EtOAc) = 0.6. 1HNMR (500 MHz, CDCl3) delta 7.82 (d, J = 7.9 Hz, 2H), 7.37 (d, J= 7.9 Hz, 2H), 3.96 (t, J = 6.4 Hz, 2H), 2.46 (s, 3H), 1.68 (t, J= 6.4 Hz, 2H), 1.01 (s, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 3973-18-0.

Reference:
Article; Yestrepsky, Bryan D.; Kretz, Colin A.; Xu, Yuanxi; Holmes, Autumn; Sun, Hongmin; Ginsburg, David; Larsen, Scott D.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 6; (2014); p. 1538 – 1544;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 6971-51-3, (3-Methoxyphenyl)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, Product Details of 6971-51-3, blongs to alcohols-buliding-blocks compound. Product Details of 6971-51-3

A. m-Methoxybenzyl chloride To an ice cooled well stirred solution of 50 g. of m-methoxybenzyl alcohol in 500 ml. of benzene there are added, over the period of 20 minutes, 29 ml. of thionyl chloride in 40 ml. of benzene. At the end of an additional 30 minutes the ice bath was removed and the solution allowed to stand for 2 hours. Following this, the mixture was heated at reflux until the evolution of gas has ceased (30 minutes). The solvent was then removed in vacuum and the product distilled at 1.5 mm. There was obtained 39.94 g. of m-methoxybenzyl chloride, b.p. 63-69 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6971-51-3, (3-Methoxyphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; The Upjohn Company; US3947520; (1976); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts