Author: tianli

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

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 100-86-7, name is 2-Methyl-1-phenyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

At 15C a solution of 380 g (2,53 mol) 2-methyl-1 -phenyl-propan-2 -ol and 426 g (4,3 mol) ethyl cyanoformate in 500 ml cyclohexane has been added to a mixture of 500 ml cyclohexane and 1899 g (19 mol) concentrated sulfuric acid upon stirring. After ca. 15 min the reaction mixture was poured onto an ice/water mixture and cautiously basified upon addition of concentrated NaOH-solution. The phases were separated and the aqeous layer was extracted twice with me- thyl-t-butylether. The combined organic phases were dried over sodium sulfate and ant volatiles were evaporated to yield 584 g (99 %) ethyl 3,3-dimethyl-4H-isoquinoline-1-carboxylate as a yellow oil. 1H-NMR (CDCIs, d in ppm): 7,55 (d, 1H); 7,4 (t, 1H); 7,3 (t, 1H); 7,18 (d, 1H); 4,45 (q, 2H); 2,75 (s, 2H); 1,4 (t, 3H); 1,28 (s, 6H)

With the rapid development of chemical substances, we look forward to future research findings about 100-86-7.

Reference:
Patent; BASF SE; RACK, Michael; MUELLER, Bernd; (38 pag.)WO2019/145177; (2019); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 17100-58-2, Adding some certain compound to certain chemical reactions, such as: 17100-58-2, name is (4-Bromo-2-methylphenyl)methanol,molecular formula is C8H9BrO, 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 17100-58-2.

step 2: To a solution of (4-bromo-2-methylphenyl)methanol (200.0 g, 1.0 mol) in DCM (500 mL) was added SOCl2 (100 mL, 1.2 mol) dropwise at 0 C. The reaction mixture was heated to reflux and stirred at this temperature for 4 h. The reaction mixture was cooled to RT and concentrated in vacuo. The residue was diluted with EtOAc (1 L) and washed with water (2¡Á500 mL), sat. NaHCO3 (1000 mL) and brine (1 L). The organic layer was dried (Na2SO4), filtered and concentrated in vacuo to afford 4-bromo-1-(chloromethyl)-2-methylbenzene as a yellow oil, which was used in the next step without further purification (200 g, 100% yield).

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. 17100-58-2, (4-Bromo-2-methylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; Rudolph, Joachim; Gazzard, Lewis J.; Crawford, James J.; Ndubaku, Chudi; Drobnick, Joy; Lee, Wendy; US2015/31674; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 96-35-5, Methyl 2-hydroxyacetate, 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 Methyl 2-hydroxyacetate, blongs to alcohols-buliding-blocks compound. Safety of Methyl 2-hydroxyacetate

To 17.09 g of Compound (5) shown below (methyl glycolate, manufactured by TCI), 30,00 g of tetrahydrofuran (THF) was added, and 21.15 g of triethylamine was further added. The mixture was cooled to 0C, and 20.85 g of methacrylic acid chloride was then added dropwise. After returning the temperature to room temperature, the mixture was stirred for 2 hours. A sodium hydrogencarbonate aqueous solution was added, followed by extraction with ethyl acetate. Organic layers were gathered, to which was then added MgSO4, and the resulting mixture was filtered and concentrated to obtain 28.51 g of Compound (6) (yield: 95 %). 1H-NMR, (400 MHz in (CD3)2CO): ? (ppm) = 1.94 to 2.04 (3H), 3.71 to 3.72 (3H), 4.73 (2H), 5.72 (1H), 6.15 (1H)

The synthetic route of 96-35-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fujifilm Corporation; EP2196462; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 2077-19-2, 2-(4-Bromophenyl)propan-2-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, Application In Synthesis of 2-(4-Bromophenyl)propan-2-ol, blongs to alcohols-buliding-blocks compound. Application In Synthesis of 2-(4-Bromophenyl)propan-2-ol

To a 50 mL round-bottom flask were placed 2-(4-bromophenyl) propan-2-ol (5.10 g, 23.71 mmol), 2H-l ,2,3-triazole (3.28 g, 47.4 mmol), acetonitrile (10 mL) and iron (III) trichloride (1.50 g, 9.48 mmol). The reaction mixture was heated at 60C for 16 hours and then quenched by a saturated aqueous ammonium chloride solution (50 mL). The mixture was extracted with ethyl acetate (3 x 80 mL) and the combined organic layers dried over sodium sulfate and filtered. The filtrate was concentrated under vacuum to afford 3.50 g of the crude product mixture as a yellow oil that was then purified by prep-HPLC (ccolumn: X Bridge CI 8, 19 x 150 mm, 5 um; mobile phase A: water/0.05% trifluoroacetic acid, mobile phase B: acetonitrile; flow rate: 20 mL/min; gradient: 30%B to 70%B in 10 min; 220 nm) to give the title compounds: l-(2-(4-Bromophenyl)propan-2-yl)-lH-l ,2,3-triazole, LCMS (ESI) calc’d for CiiHi3BrN3 [M + H]+: 266, 268 (1 : 1), found 266, 268 (1 : 1); 1H NMR (400 MHz, CDC13) delta 7.68 (s, 2H), 7.43 (d, / = 8.8 Hz, 2H), 6.93 (d, / = 8.8 Hz, 2H), 2.10 (s, 6H); 2-(2-(4- Bromophenyl)propan-2-yl)-2H-l ,2,3-triazole, LCMS (ESI) calc’d for CnHi3BrN3 [M + H]+: 266, 268 (1 : 1), found 266, 268 (1 : 1); 1H NMR (400 MHz, DMSO-d6) delta 8.28 (s, 1H), 7.82 (s, 1H),7.54 (d, / = 8.4 Hz, 2H), 6.93 (d, / = 8.4 Hz, 2H), 2.02 (s, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2077-19-2, 2-(4-Bromophenyl)propan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DINSMORE, Christopher; FULLER, Peter; GUERIN, David; KATZ, Jason David; THOMPSON, Christopher F.; FALCONE, Danielle; DENG, Wei; TORRES, Luis; ZENG, Hongbo; BAI, Yunfeng; FU, Jianmin; KONG, Norman; LIU, Yumei; ZHENG, Zhixiang; WO2014/146493; (2014); 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.18776-12-0, name is 3-Chloro-1-phenylpropan-1-ol, molecular formula is C9H11ClO, molecular weight is 170.64, as common compound, the synthetic route is as follows.HPLC of Formula: C9H11ClO

General procedure: In a typical procedure, isopropenyl acetate (1.5 equiv.) was added to a 4 mL-vial containing BSLPL-1c-D (3 mg), substrate (0.3 mmol), and anhydrous toluene (0.5 M). The resulting solution was then shaken at 25 C until the reaction reached 46-50% conversion. After being diluted with methylene chloride, the reaction mixture was filtered through a celite pad, concentrated, and then analyzed by HPLC to determine the enantiomeric excesses of remaining substrate and acetylated product. The enantioselectivity (E) was then calculated using the equation: E = ln[1-c(1+eep)]/ln[1-c(1-eep)] where c = ees/(ees+eep). The kinetic resolution of 4a: (S)-4a (82%ee) and (R)-5a (97% ee); 46% conversion; E = >100. The kinetic resolution of 4b: (S)-4b (>99%ee) and (R)-5b (97% ee); 50% conversion; E=>100.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,18776-12-0, 3-Chloro-1-phenylpropan-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Oh, Yeonock; Choi, Yoon Kyung; Yun, Inyeol; Lee, Eungyeong; Kim, Kyungwoo; Kim, Mahn-Joo; Journal of Molecular Catalysis B: Enzymatic; vol. 134; (2016); p. 148 – 153;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 61439-59-6 ,Some common heterocyclic compound, 61439-59-6, molecular formula is C15H16O2, 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.

Example 3 d2-l-Benzyloxv-4-(2-methoxv-ethyl)-benzene-OH ^- ‘J ^-OCD3[00262] 2-(4-Benzyloxyphenyl)-ethanol (3.94 mmol) was added to a suspension of sodium hydride (11.3 mmol) in 9 mL of dry dimethylformamide at 0 C. d3-Methyl methanesulfonate (5.92 mmol) was added dropwise and the reaction mixture was stirred at ambient temperature overnight, quenched with water, and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, and the solvent was removed under reduce pressure to afford the title compound as an oil. Yield: 90%. 1H- NMR (CDCl3): delta7.35-7.47 (m, 5H); 7.18 (d, J = 8.1 Hz, 2H); 6.94 (d, J= 8.1 Hz, 2H); 5.07 (s, 2H); 3.60 (t, J= 6.6 Hz, 2H); 2.86 (t, J= 6.6 Hz, 2H).

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. 61439-59-6, 2-(4-(Benzyloxy)phenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; WO2007/139923; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 106-28-5, 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 106-28-5, name is (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of geraniol (1b, 4.45 g, 28.8?mmol) in dichloromethane (15?ml) were added DMAP (175?mg, 1.43?mmol) and acetic anhydride (6.0?ml, 63?mmol) and the mixture was stirred at room temperature under nitrogen for 1 h. After addition of methanol (10?ml), the reaction mixture was further stirred for 1 h, diluted with diethyl ether, washed twice with aq. 4% sodium hydrogen carbonate, distilled water, and brine, and dried over sodium sulfate. The solvents were evaporated and the residue was purified with FCC (hexane:ethyl acetate?=?20:1) to give geranyl acetate (2b, 4.04?g, 20.6?mmol) in 71% yield:

According to the analysis of related databases, 106-28-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tamiaki, Hitoshi; Nomura, Kota; Mizoguchi, Tadashi; Bioorganic and Medicinal Chemistry; vol. 25; 24; (2017); p. 6361 – 6370;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 931-17-9, 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.931-17-9, name is 1,2-Cyclohexanediol, molecular formula is C6H12O2, molecular weight is 116.16, as common compound, the synthetic route is as follows.

Cyclohexanediol 10g, dichloromethane 20 ml,. The oxidizing system after grinding (sodium periodate 20g: silicon dioxide 16g=1: 0.8, 50 microns) was added into the reactor. Constant temperature 40 C, stirring 600r/min, so that sodium periodate is highly dispersed in the anhydrous reaction system. Reflux dichloromethane reaction 2h.Wherein the oxidizing agent prepared according to the following method: 20g sodium periodate was added to 200g 40-70 C water. Under stirring condition is completely dissolved, then pour into 16g silica gel. After intense mechanical stirring 30 minutes, the moisture is removed by evaporation, the residual moisture in the control solid 3% the following, until the high sodium iodate/silica gel into solid-state of fluid.After the reaction solution filtration and separation with oxygen-containing activator system of the solid. Filtrate under reduced pressure after the distillation gas chromatographic – mass spectrometer detection found, hexanedial purity 99.8%, hexanedial quality 8.96g, 1,2-cyclohexanediol conversion 99%, yield is 91.2%.

The chemical industry reduces the impact on the environment during synthesis 931-17-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Beijing Xuyang Technology Co., Ltd.; Zhang Yingwei; Su Sizheng; Zhang Minsheng; Cao Yalin; Cui Bingbing; (9 pag.)CN104262168; (2017); B;,
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. 34626-51-2, name is 5-Bromopentan-1-ol, molecular formula is C5H11BrO, 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. Computed Properties of C5H11BrO

General procedure: To a solution of 100 mg of alcohol (4-bromo-1-butanol, 5-bromo-1-pentanol, or 6-bromo-1-hexanol) in 5 mL of CH2Cl2 were added 2 equiv. of imidazole and 1.0 equiv. of TIPSCl (triisopropylsilyl chloride). After being stirred at room temperature for 4 h,the reaction mixture was diluted with water, and the product was extracted with EtOAc. The extract was washed with brine, dried, and evaporated. The product was purified by chromatography (hexane/EtOAc 20:1) to give compounds 12, 13, and 14 as colorless oils. Compound 12: 85%; 1H NMR (400 MHz, CDCl3) 1.03-1.10 (m,21H), 1.68 (quin, J = 6.1 Hz, 2H), 1.98 (quin, J = 7.0 Hz, 2H), 3.46 (t,J = 6.8 Hz, 2H), 3.72 (t, J = 6.1 Hz, 2H); 13C NMR (100 MHz, CDCl3) 11.9, 18.0, 29.6, 31.5, 34.0, 62.4; ESI-HRMS (M+H)+m/z calcd. for C13H30BrOSi 309.1249, found 309.1248. Compound 13: 88%; 1H NMR (400 MHz, CDCl3) 1.05-1.11 (m,21H), 1.49-1.58 (m, 4H), 1.89 (t, J = 7.6 Hz, 2H), 3.41 (t, J = 6.9 Hz,2H), 3.69 (t, J = 6.1 Hz, 2H);13C NMR (100 MHz, CDCl3) 12.0, 18.0,24.6, 32.1, 32.7, 33.8; ESI-HRMS (M+H)+m/z calcd. for C14H32BrOSi 323.1406, found 323.1401.

With the rapid development of chemical substances, we look forward to future research findings about 34626-51-2.

Reference:
Article; Baek, Dong Jae; Bittman, Robert; Chemistry and Physics of Lipids; vol. 175-176; (2013); p. 99 – 104;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts