Author: Jessica.F

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 56456-49-6, name is 4-Chloro-2-fluorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C7H6ClFO

Step 2: (3S,4 ?)-4-chloro-2-fluorobenzyl 4-(([l,2,4]triazolo[4,3-o]pyrazin-5-ylamino)-methyl)-3- fluoropiperidine-l-carboxylate [0239] To a solution of (4-chloro-2-fluorophenyl)methanol (136 mg, 0.85 mmol) in dried DMSO (5 mL) was added CDI (145 mg, 0.93 mmol) at room temperature. After stirring for 1.5 hrs, A/-(((3S,4 ?)-3- fluoropiperidin-4-yl)methyl)-[l,2,4]triazolo[4,3-o]pyrazin-5-amine dihydrochloride salt (250 mg, 0.77 mmol) was added. The reaction mixture was heated to 50 C under N2 atmosphere, overnight. The mixture was allowed to cool to room temperature and diluted with EtOAc. The organic layer was washed with water, brine, dried over Na2S04 and concentrated. The concentrate was purified by column chromatography over silica gel (DCM/MeOH = 30/1) to afford the title compound as a pale- yellow powder (140 mg, 42%). MS (ESI) calcd for C19H19CIF2N602: 436.1 ; found: 437.2 [M+H]. *H NMR (400 MHz, CD3OD) delta 9.09 (s, 1H), 7.69 (d, J = 4.8 Hz, 1H), 7.43 (t, J = 8.0 Hz, 1H), 7.30 (d, J = 4.8 Hz, 1H), 7.26-7.20 (m, 2H), 5.21-5.12 (m, 2H), 4.88-4.73 (m, 1H), 4.48-4.39 (m, 1H), 4.26-4.29 (m, 1H), 3.67-3.62 (m, 1H), 3.59-3.54 (m, 1H), 3.14-2.81 (m, 2H), 2.31-2.15 (m, 1H), 1.72-1.54 (m, 2H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 56456-49-6, 4-Chloro-2-fluorobenzyl alcohol.

Reference:
Patent; RUGEN HOLDINGS (CAYMAN) LIMITED; SHAPIRO, Gideon; (239 pag.)WO2016/100349; (2016); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 4464-18-0, 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 4464-18-0, name is Benzene-1,3,5-triyltrimethanol. This compound has unique chemical properties. The synthetic route is as follows.

Benzene-1,3,5-triyltrimethanol (400 mg, 2.38 mmol) was suspended in 8 ml of tBuOH, and IBX (4.00 g, 14.27 mmol, 6 equiv) was added. The mixture was heated to reux and stirred for 5h. The suspension was cooled to rt and the solids were filtered off, and subsequently washed with CH2Cl2. The clear liquid was evaporated to dryness, yielding the tri-aldehyde as white powder (385 mg, 2.38 mmol, quant). 1H NMR (500 MHz, Chloroform-d) 8 10.21 (s, 3H), 8.64 (s, 3H). 130 NMR (126 MHZ, CDCl3) 6 189.78, 137.80, 134.76.

According to the analysis of related databases, 4464-18-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; STICHTING VOOR DE TECHNISCHE WETENSCHAPPEN; UNIVERSITEIT VAN AMSTERDAM; RICHELLE, Gaston Julia Johannes; STREEFKERK, Dieuwertje Emma; VAN MAARSEVEEN, Jan Herman; TIMMERMAN, Peter; (162 pag.)WO2018/106112; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 355-80-6, 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 355-80-6 as follows.

Add trichlorochlorazine (3.68g, 0.02mol) and 40mL of anhydrous dichloromethane to 250mLIn a three-necked flask, stir well under N2 protection at 0-5 C.Add sodium hydroxide (3.2 g, 0.08 mol) to the reaction flask and continue stirring.(2) octafluoropentanol(7mL, 0.05mol) with dichloromethane (20mL)After dilution, it was slowly added dropwise to a three-necked flask and reacted at 0-5 C for 2 hours.The temperature was then slowly raised to reflux, and the reaction was stopped for 4 h.(3) repeatedly washing the reaction solution with deionized water, 5% HCl solution, and deionized water in sequence,Until neutral. Rotary evaporation to remove CH2Cl2 and excess octafluoropentanol,This gave a fluorine-containing coupling agent 2-chloro-4,6-bis (octafluoropentyloxy) -1,3,5-triazine.Fluorinated coupling agentNMR and carbon spectra of 2-chloro-4,6-bis (octafluoropentyloxy) -1,3,5-triazine are shown in Figures 1 and 2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,355-80-6, its application will become more common.

Reference:
Patent; Sichuan Qing Chemical University; Li Yanli; Wang Qinqin; Chen Liyi; Zou Wei; Song Yilan; Yang Hu; Yan Jie; (10 pag.)CN110437066; (2019); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 629-30-1, 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.629-30-1, name is 1,7-Heptanediol, molecular formula is C7H16O2, molecular weight is 132.2, as common compound, the synthetic route is as follows.

To a solution of 1,7- heptane diol (10.0 g, 75.7 mmol) in THF (100 mL) was added sodium hydride (1.81 g, 60percent dispersion in oil, 75.7 mmol) portion wise at 0 oC under nitrogen atmosphere. Stir the reaction mixture at 0 oC for 15 min. Then TBDPSCl (20.8 g, 75.7 mmol) was added slowly to the reaction mixture followed by addition of TBAI (2.79 g, 7.57 mmol). The stirring was continued for additional 12 h at room temperature. The reaction mixture was quenched at 0 oC by saturated aqueous NH4Cl solution (200 mL). THF was removed under reduced pressure and the product was extracted from aqueous layer with EtOAc (3 x 500 mL).The combined organic layers were washed with brine (2 x 100 mL) and dried over Na2SO4(anhydrous), filtered and concentrated in vacuo. Purification by column chromatography (Silica gel) of crude residue eluting with 30-35percent EtOAc in hexane afforded mono-protected alcohol as a colorless oil. Yield : 25.1 g, 89 percent 1H NMR (400 MHz, CDCl3) : d 7.64-7.61 (m, 4H), 7.38-7.31 (m, 6H), 3.66-3.56 (m, 4H), 1.58-1.48 (m, 3H), 1.41-1.25 (m, 7H), 1.04 (s, 9H).

The chemical industry reduces the impact on the environment during synthesis 629-30-1, I believe this compound will play a more active role in future production and life.

Reference:
Article; Kumaraswamy, Gullapalli; Ramakrishna, Gajula; Sridhar, Balasubramanian; Tetrahedron Letters; vol. 52; 15; (2011); p. 1778 – 1782;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 575-03-1, 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 575-03-1 as follows.

(1) to 10 ml containing 0.5mmol of 4 – trifluoromethyl -7 – hydroxy coumarin and 0.625mmol of triethylamine in tetrahydrofuran solution, slowly dropping 0.6mmol to methyl benzoyl chloride (dissolved in 5 ml of in tetrahydrofuran), to control the temperature 0 ¡ãC;(2) stirring ice 1h after, solution to return to room temperature, stirring overnight;(3) the reaction solution through the pressure reducing and removing the solvent, the solid residue is purified by silica gel chromatography, using ethyl acetate-hexane – (1:3 v/v) elute, shall be 131 mg white solid powdery pure product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,575-03-1, its application will become more common.

Reference:
Patent; Da Lianli Technology Changshu Institute Co., Ltd.; Cui Jingnan; Feng Lei; (11 pag.)CN104592985; (2017); B;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 27871-49-4, 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 27871-49-4, name is (S)-Methyl 2-hydroxypropanoate. This compound has unique chemical properties. The synthetic route is as follows.

Example: 2 Preparation of Methyl 2-(S)-methylsul?onyloxypropionate (IX) Triethylamine (107 ml) was added to a cold, stirred solution of methyl (S)- lactate (40 g) in dichloromethane (400 ml) -10C. Methanesulfonyl chloride (38.8 ml) was added to the reaction mixture drop by drop over a period of 1 h at this temperature, and the reaction mixture was stirred at this temperature for about 2 h when the reaction was complete, as indicated by TLC. The reaction mixture was poured on cold water (400 ml) and stirred for 10 minutes. The separated organic layer was washed with 5 % dilute hydrochloric acid (1 X 80 ml), saturated sodium bicarbonate solution (1 X 100 ml), brine (1 X 100 ml), dried over sodium sulfate and concentrated at 50C to furnish the desired product; 48.2 g.

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 27871-49-4, (S)-Methyl 2-hydroxypropanoate.

Reference:
Patent; CBZ INVESTMENTS LTD.; PRADHAN, Braja Sundar; AMARNATH, Kommireddy; VEMPALA, Naresh; RAHMAN, Md. Ataur; (42 pag.)WO2016/178162; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 29683-23-6, 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. 29683-23-6, name is Tetrahydro-2H-thiopyran-4-ol, molecular formula is C5H10OS, 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.

Example 9[ (3S) -6-{ [ (3S) -7-{4- [ (1, l-dioxidotetrahydro-2H-thiopyran-4- yl) oxy] -2, 6-dimethylphenyl } -2 , 3-dihydro-l-benzofuran-3- yl] amino} -2, 3-dihydro-l-benzofuran-3-yl] acetic acid; [0682][0683]To a solution of methyl [ (3S) -6-{ [ (3S) -7-bromo-2, 3- dihydro-l-benzofuran-3-yl] (trifluoroacetyl) amino} -2, 3-dihydro- l-benzofuran-3-yl] acetate (6.00 g, 12.0 mmol) , [4-(methoxymethoxy) -2, 6-dimethylphenyl] boronic acid (3.02 g, 14.4 mmol) and 2 M aqueous sodium carbonate solution (18.0 mL, 36.0 mmol) in toluene (40 mL) were added tris (dibenzylideneacetone)dipalladium (0) (439 mg, 0.480 mmol) and dicyclohexyl (2′ , 6′ -dimethoxybiphenyl-2-yl) phosphane (788 mg, 1.92 mmol) under an argon atmosphere, and the mixture was stirred at 1000C overnight. The reaction mixture was cooled to room temperature, filtered through celite, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane: ethyl acetate = 95:5 – 70:30) to give a yellow oil (7.65 g) . To a solution of the obtained oil(7.65 g) in methanol (40 mL) was added 10% hydrogen chloride containing methanol solution (3.8 mL) , and the mixture was stirred at 400C for 2 hr. The reaction mixture was neutralized with saturated aqueous sodium hydrogen carbonate, diluted with distilled water, and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give a solid. This was triturated with hexane-ethyl acetate to give a white solid (6.47 g) . To a solution of the obtained solid (2.00 g) , tetrahydro-2H-thiopyran-4-ol (480 mg, 4.06 mmol) and triphenylphosphine (1.26 g, 4.81 mmol) in tetrahydrofuran (19 mL) was added diethyl azodicarboxylate (40% toluene solution, 2.19 mL, 4.81 mmol). The mixture was stirred at room temperature for 2 hr, diethyl azodicarboxylate (2.19 mL) and triphenylphosphine (1.26 g) were added, and the mixture was further stirred for 1 hr. Diethyl azodicarboxylate (2.19 mL) and triphenylphosphine (1.26 g) were further added, and the mixture was stirred for 10 min and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane: ethyl acetate = 95:5 – 70:30) to give a white solid (1.86 g). To a solution of the obtained solid (1.86 g) in ethyl acetate (15 mL) was added m- chloroperbenzoic acid (65%, 1.5O g, 5.65 mmol) under ice- cooling, and the mixture was stirred at room temperature for 3 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane: ethyl acetate = 95:5 – 30:70) to give a white solid (1.57 g) . To a mixed solution of the obtained solid (1.57 g) in tetrahydrofuran (15 mL) and methanol (7.5 mL) was added 1 M aqueous sodium hydroxide solution (7.01 mL) , and the mixture was stirred at 50C for 2 hr. The reaction mixture was neutralized with 1 M hydrochloric acid, diluted with distilled water, and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give a white solid. This was triturated with hexane-ethyl acetate, and recrystallized from ethyl acetate-heptane to give the title compound (911 mg, yield 44%) as a white solid.1H NMR (300 MHz, CDCl3) delta 2.07 (6H, d, J = 9.0 Hz), 2.27-2.71 (5H, in), 2.81 (IH, dd, J = 16.6, 5.3 Hz), 2.88-3.04 (2H, m) , 3.35-3.55 (2H, m) , 3.74-3.88 (IH, m) , 4.23-4.42 (2H, m) , 4.62-4.83 (3H, m) , 5.17-5.31 (IH, m) , 6.09-6.21 (2H, m) , 6.69 (2H, s), 6.95-7.11 (3H, m) , 7.32-7.44 (IH, m) . MS m/z 564 (M + H)+. melting point 176C.

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 29683-23-6, Tetrahydro-2H-thiopyran-4-ol.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; NEGORO, Nobuyuki; TERAO, Yoshito; MIKAMI, Satoshi; YUKAWA, Tomoya; WO2010/143733; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 5675-51-4, 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. 5675-51-4, name is 1,12-Dodecanediol, molecular formula is C12H26O2, 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.

Example 1 Preparation of 12-bromododecan-1-ol (3) 48% HBr in water (77 ml; 0.46 mol; 15 eq.) is added to a solution of 1,12-dodecan-ol (6.15 g; 30.4 mmol; 1 eq.) in cyclohexane (140 ml). The heterogeneous mixture is heated under reflux. After 6 h, the aqueous phase is extracted with ether (3*100 ml). The organic phases are combined, washed with a saturated solution of Na2CO3, dried on MgSO4, filtered and evaporated. The crude reaction product is purified by silica gel chromatography (eluent: hexane-AcOEt: 6-4) to yield 7.06 g of a white solid. Yield: 85% Empirical formula: C12H25BrO

According to the analysis of related databases, 5675-51-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Centre National de la Recherche Scientifique(CNRS); Universite de Luxembourg; US2010/48731; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 7589-27-7, name is 2-(4-Fluorophenyl)ethanol. A new synthetic method of this compound is introduced below., Recommanded Product: 7589-27-7

To a stirred solution of 4-bromophenol (81.7 g,472 mmol), 2-(4-fluorophenyl)ethanol (79 g, 567 mmol) and Ph3P (149 g, 567 mmol) in THF (100 mL) cooled in an ice-water bath was added drop wise DEAD (93 ml, 590 mmol) over 20 mm. Note: The reaction is exothermic and efficient cooling is highly recommended before initiating large scale reaction. After 1 h, cold bath was removed andstirred overnight (17 h) at rt. Then, the reaction mixture was concentrated, the resulting residue triturated with hexanes, filtered and the filter cake washed with 10percent ether/hexanes (2-lit). The filtrate was concentrated and purified by flash chromatography (silica gel column 3? x 11?) using 4-lit hexanes and 2-lit 2percent EtOAc/Hex to afford 1- bromo-4-(4-fluorophenethoxy)benzene (142 g, 469 mmol, 99 percent yield) as colorless liquid(contaminated with 2.5percent Ph3P by ?HNIVIR). ?H NIVIR (5001V11{z, CDC13) oe 7.41 – 7.36 (m, 2H), 7.28 – 7.22 (m, 2H), 7.05 – 6.99 (m, 2H), 6.82 – 6.76 (m, 2H), 4.14 (t, J=6.9 Hz, 2H), 3.08 (t, J=6.9 Hz, 2H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 7589-27-7, 2-(4-Fluorophenyl)ethanol.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; EASTMAN, Kyle J.; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PATEL, Manoj; SIVAPRAKASAM, Prasanna; TU, Yong; (275 pag.)WO2017/25915; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 3250-73-5, 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 3250-73-5 as follows.

EXAMPLE 9 To a solution of (ether)benzoxy alcohol 20A (501.2 mg, 2.751 mmol) in CH2Cl2 (20 mL) was added Et3N (509 mg, 5.03 mmol) and toluenesulfonyl chloride (623 mg, 3.27 mmol) at 5-10 C. After being stirred at 25 C. for 30 min, the reaction mixture was quenched with saturated aqueous Na2CO3 (20 mL) and extracted with ethyl acetate (3*50 mL). The combined organic layers were dried over MgSO4 (s), filtered, and concentrated under reduced pressure to obtain (ether)benzoxy tosylate 21A (853.5 mg, 2.539 mmol) as white solids in 92% yield: mp (recrystallized from CH2Cl2 and CCl4) 82-83 C.; 1H NMR (CDCl3, 300 MHz) delta 1.43 (t, J=10.2 Hz, 3 H, OCH2CH3), 2.51 (s, 3 H, ArCH3), 4.04 (q, J=10.2 Hz, 2 H, OCH2CH3), 4.36 (t, J=6.9 Hz, 2 H, OCH2CH2), 4.59 (t, J=6.9 Hz, 2 H, OCH2CH2), 6.86-6.97 (m, 4 H, ArH), 7.10-7.22 (m, 4 H, ArH); IR (neat) 3446 (br), 2982 (m), 2934 (m), 2884 (m), 1591 (s), 1558 (w), 1509 (s), 1478 (s), 1454 (s), 1407 (s), 1394 (s), 1371 (s), 1354 (s), 1279 (m), 1259 (s), 1247 (s), 1217 (s), 1178 (s), 1127 (s), 1066 (s), 1043 (s), 1031 (s), 977 (s), 929 (s), 905 (s), 809 (s), 776 (m), 749 (s), 776 (m) cm-1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3250-73-5, its application will become more common.

Reference:
Patent; Jih, Ru Hwu; Tsay, Shwu Chen; Magendran, Balaachary; Chakraborty, Subhasish K.; Das, Asish R.; Sheu, Kuen Wang; Shu, Chun Mei; Lu, Chin Kun; Chang, Wei Min; US2007/15939; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts