Category: alcohols-buliding-blocks

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 3513-81-3, name is 2-Methylenepropane-1,3-diol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C4H8O2

Example 7; 5-Cvclopropyl-2-(4-fluorophenyl)-6-rr(2-hvdroxy-1 ,2-oxaborolan-4- yl)methyll(methylsulfonyl)aminol-N-methyl-1 -benzofuran-3-carboxamide Step 1 : 3-chloro-2-(chloromethyl)prop-1 -eneA solution of thionyl chloride (290 g, 1 19 mmol) in DCM (200 mL) was added dropwise into a mixture of 2-methylenepropane-1 ,3-diol (88 g, 1 mol), dry pyridine (150 mL), and dry DCM (100 mL). The reaction mixture was heated to reflux with stirring for 3 hours and then allowed to stand overnight. The mixture was cooled to room temperature and poured into ice. The solution was neutralized with solid sodium bicarbonate and then extracted with diethyl ether(3 <0.6 L) followed by washing the ether extracts with dilute sulfuric acid. The combined organic layers were dried with anhydrous sodium sulfate, filtered, and concentrated in vacuo to give a residue which was fractionated to give 3-chloro-2- (chloromethyl)prop-l -ene (40.1 g, 32percent) as a colorless oil. With the rapid development of chemical substances, we look forward to future research findings about 3513-81-3. Reference:
Patent; GLAXO GROUP LIMITED; JOHNS, Brian Alvin; SHOTWELL, John Brad; HAIGH, David; WO2012/67663; (2012); A1;,
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Reference of 23783-42-8, 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. 23783-42-8, name is 2,5,8,11-Tetraoxatridecan-13-ol, molecular formula is C9H20O5, 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.

An oven-dried 100 mL round bottom flask was charged with t-BuOK (13 mmol), dry THF (30 mL), purged with argon and cooled to 0C in an ice bath. Tetraethyleneglycol monomethyl ether (10 mmol) was then added dropwise to the solution and the reaction stirred at 0C for 1 h under argon. Allyl bromide (13 mmol) was added dropwise, and the solution was warmed to R.T. and allowed to stir for 24 h under argon. Deionized water (2 mL) was then added and the reaction stirred for 10 min. All liquid were then removed in vacuo and the residue redissolved in ethyl acetate (50 mL). The organic was washed three times with water (20 mL), dried over Na2S04, filtered over Celite and then concentrated in vacuo to yield clear/light yellow oil (47%). iHNMR (400 MHz, CDCb): delta = 5.90 (m, 1H), 5.23 (dd, 1H, 3jHHtram = 17.3 Hz, , 2jHHgem = 1.7 Hz), 5.15 (dd, 1H, 3JHH = 10.4 Hz, , iJHHgem = 1.5 Hz), 4.00 (dd, 2H, SJHH = 5.89 Hz, , 4JHH = 1.5 Hz), 3.65 (m, 12H), 3.59 (m, 2H), 3.53 (m, 2H), 3.36 (s 3H) ppm. isCNMR (400 MHz, CDCb): delta =134.8, 117.0, 72.2, 71.9, 70.6, 70.6, 70.6, 70.5, 69.4, 59.0 ppm. HRMS-ESI: Calculated [M+Na]+: 271.1516; found: 271.1516.

According to the analysis of related databases, 23783-42-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; GARRELL, Robin L.; TUCKER-SCHWARTZ, Alexander K.; WO2012/129380; (2012); A2;,
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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 23147-58-2, name is Glycerol aldehyde dimer. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 23147-58-2

Example B39; 2-((2R,3aR,12bS)-2-[(dimethylamino)methyl]-11-fluoro-3,3a,8,12b-tetrahydro- dibenzo[3,4:6,7]cyclohepta[1,2-b]pyrrol-l(2H)-yl)ethanol (final compound 39); Hydroxyacetaldehyde dimer (2,5-dihydroxy-l,4-dioxane) (240 mg, 2.0 mmol) was dissolved in MeOH (25 mL) and stirred at 40C for 30 minutes, then amine compound 37 (124 mg, 0.40 mmol) was added and stirring at 40 C continued for another 30 minutes. After cooling down to room temperature, AcOH (120 mg, 2.0 mmol) was EPO added, followed by sodium cyanoborohydride (188 mg, 3.0 mmol) and the resulting mixture was stirred for 2 hours. After this time it was quenched with concentrated HCl (2 mL), treated with solid NaHCO3 (2.94 g, 35 mmol), IN sodium hydroxide (3 mL). About 20 mL of MeOH was removed in vacuo, the residue diluted with water (30 mL), and extracted with EtOAc (3 x 30 mL). The combined organics were washed with water (5 x 25 mL), brine (30 mL), dried (K2CO3), evaporated in vacuo and purified by column chromatography (Kieselgel 60, 230-400 mesh, CH2Cl2-MeOH 95/5 to 90/10 to 85/15) to give amine compound 39 (80 mg, 0.244 mmol, 61 %) as colorless oil.HRMS Calcdfor C22H27FN2O: 354.2107; Found: 354.2107.

With the rapid development of chemical substances, we look forward to future research findings about 23147-58-2.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/61392; (2006); A2;,
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Reference of 3562-73-0, 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. 3562-73-0, name is 1-(4-Biphenylyl)ethanol. A new synthetic method of this compound is introduced below.

General procedure: Under an N2 atmosphere, a mixture of secondary alcohol (0.5 mmol), primary alcohol (0.6 mmol), 1a (5 mol %), NaOH (0.1 mmol), 4 A molecular sieve (0.6 g), and toluene (1.5 mL) was added into a 25 mL Schlenk tube equipped with a stirring bar. The mixture was heated to 120 C under a slow and steady N2 flow for 24 h. After cooling to ambient temperature, 6 mL water was added and the aqueous solution extracted with ethyl acetate (3 x 5 mL). The combined extracts were dried over anhydrous Na2SO4, and concentrated under reduced pressure. The crude product purified on a short flash chromatography column.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3562-73-0, its application will become more common.

Reference:
Article; Zhang, Shi-Qi; Guo, Bin; Xu, Ze; Li, Hong-Xi; Li, Hai-Yan; Lang, Jian-Ping; Tetrahedron; vol. 75; 47; (2019);,
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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. 17773-10-3, name is Choline Iodide. A new synthetic method of this compound is introduced below., Safety of Choline Iodide

Preparation of Tetraalkylammonium Hydroxides; The above TAA halides were converted to the equivalent hydroxide using the anion exchange resin, Dowex 550. The general procedure is described in detail for the exchange of choline iodide to choline hydroxide. The resin (30 g) was activated using NaOH before being thoroughly washed with distilled water. To this was added [(CH3)3N(CH2CH2OH)]I (1.99 W 8 mmol) in distilled water (50 ml). This was then agitated on a mixing plate for 24 hours. The resin was removed by filtration and further washed with distilled water (4×15 ml). The filtrate and washings were reduced on a rotary evaporator to a volume of 8 ml. The filtrate was shown to contain no halide using the silver nitrate test. An aliquot of the solution (1 ml) was diluted with water (9 ml) and titrated with HCl (0.1M) to establish the hydroxide content as 1.0M.Calculated yield=0.96 g (99%) (1M solution)

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, 17773-10-3, Choline Iodide.

Reference:
Patent; PILKINGTON GROUP LIMITED; US2012/263903; (2012); A1;,
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Electric Literature of 457889-46-2, 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.457889-46-2, name is (4′-(Trifluoromethyl)-[1,1′-biphenyl]-4-yl)methanol, molecular formula is C14H11F3O, molecular weight is 252.2318, as common compound, the synthetic route is as follows.

To an ice cold solution of intermediate M10 (2.02g, lequiv) in anhydrous diethyl ether (20ml) protected with a CaCl2 drying tube to insulate moisture was added phosphorus tribromide (0.38ml, 0.5equiv). The mixture was stirred at room temperature for 1.5h to obtain a clear solution. TLC detection showed that the reaction was complete and then the mixture was quenched with saturated sodium bicarbonate solution. The resulting precipitate was filtered off and the filtrate was extracted with dichloromethane twice (40ml), dried over MgSO4, filtered and then evaporated in vacuo to give intermediate M11 (1.77g) as a white solid which could be used in next step without further purification.

The chemical industry reduces the impact on the environment during synthesis 457889-46-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; SHEN, Jianhua; WANG, Yiping; WANG, Kai; EP2725024; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4254-29-9, 2,3-Dihydro-1H-inden-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, name: 2,3-Dihydro-1H-inden-2-ol, blongs to alcohols-buliding-blocks compound. name: 2,3-Dihydro-1H-inden-2-ol

General procedure: To a dry 25 mL, bottomed flask equipped with a Dean-Stark trap containing a plug of 4A molecular sieves (pellets) and topped with a reflux condenser was added of Fe(acac)3 ( 36 mg, 0.10 mmol, 5 mol%) and a solution of methyl bezoate (272 mg, 256 .L, 2.0 mmol), benzyl alcohol (216 mg, 208 .L, 2.0 mmol) and triphenyl methane (488 mg, 2 mmol, as internal standard) in heptane (20 mL). The mixture was heated to reflux (105 C) for an indicated time periods. After completion of the reaction as monitored by TLC, 1H NMR and GC, the reaction mixture was cooled to room temperature and the solvent was evaporated. The crude product was purified by column chromatography on silica gel to afforded benzyl benzoate 403 mg, 95% yield. The product obtained was characterized by 1H, 13C NMR, ESI-MS or GC-MS spectroscopic methods. The conversions of the products determined by GC are based on triphenyl methane as an internal standard and are response-corrected based on authentic samples.

The synthetic route of 4254-29-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Weng, Shiue-Shien; Ke, Chih-Shueh; Chen, Fong-Kuang; Lyu, You-Fu; Lin, Guan-Ying; Tetrahedron; vol. 67; 9; (2011); p. 1640 – 1648;,
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Related Products of 397323-70-5, 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 397323-70-5, name is (2-Amino-3-bromophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 139-2 (1.10 g, 5.44 mmol, 1 eq) in DCM (15 mL) was added Mn02 (4.73 g, 54.44 mmol, 10 eq). The mixture was stirred at 25 C for 1 hr. The reaction mixture was filtered and concentrated under reduced pressure to give 139-3 (1 g, crude) as a black oil.

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 397323-70-5, (2-Amino-3-bromophenyl)methanol.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (472 pag.)WO2020/97389; (2020); A1;,
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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.13826-35-2, name is (3-Phenoxyphenyl)methanol, molecular formula is C13H12O2, molecular weight is 200.23, as common compound, the synthetic route is as follows.Product Details of 13826-35-2

3- (2-hydroxyphenyl) propionic acid methyl (149.8 mg, 0.831 mmol), 3- phenoxybenzyl alcohol (118.2 mg, 0.590 mmol), triphenylphosphine (198.1 mg, 0.755 mmol) in toluene (5 of 5 mL) solution of , DEAD (2M solution in toluene, 374.6muL, 0.749 mmol) was added dropwise at room temperature and stirred for 3 hours at 70 C.. The solvent of the reaction mixture was evaporated, and the residue was purified by column chromatography (hexane: ethyl acetate = 15: 1) to give the title compound (200.2mg, 0.552 mmol, 94%, yellow oil)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13826-35-2, (3-Phenoxyphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF TOKYO; TOHOKU UNIVERSITY; OHWADA, TOMOHIKO; NAKAMURA, SHO; JUNG, SEJIN; OTANI, YUKO; SAYAMA, MISA; AOKI, JUNKEN; (80 pag.)JP2016/17036; (2016); A;,
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Electric Literature of 7073-69-0 ,Some common heterocyclic compound, 7073-69-0, molecular formula is C9H11BrO, 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.

To a solution of n-BuLi (166 mL, 2.6 M, 432 mmol) in 200 mL of THF at -78 C. under argon was slowly added a solution of Compound 10d (42.2 g, 196 mmol) in 60 mL of THF at a rate that the internal temperature remained below -70 C. The mixture was stirred at -75 C. for 2 h. To the reaction mixture was then added triisopropylborate (59 mL, 255 mmol) in three portions. The mixture was allowed to warm slowly to room temperature overnight. The mixture was then cooled to 0 C., and was carefully quenched with dilute hydrochloric acid (250 mL, 2N). The mixture was then stirred at room temperature for 1 h. The pH of the mixture was checked and adjusted to acidic using additional 2N HCl if prophetic. The two layers were separated, and the aqueous layer was extracted twice with ether. The organic layers were combined, and dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to yield a pale yellow oil. The residue was then diluted with ethyl acetate (400 mL) and, washed with 1N sodium hydroxide solution (150 mL×3). The basic aqueous layers were combined and acidified with 2N HCl. The clear solution turned cloudy when the acid was added. The mixture was extracted with ether (150 mL×3). The organic layers were combined and dried with magnesium sulfate. The solution was filtered, and the filtrate was concentrated under reduced pressure to yield the title Compound 10e as a colorless oil (26.2 g, 82%) which was used without further purification in the next step. 1H NMR (400 MHz, DMSO-d6) delta (ppm): 9.00 (s,1H), 7.66 (dm,1H, J=7.3 Hz), 7.45 (dt, 1H, J=1.1, 7.7 Hz), 7.40 (dm, 1H, J=7.6 Hz), 7.31 (dt, 1H, J=1.2, 7.1 Hz), 1.44 (s, 6H).

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. 7073-69-0, 2-(2-Bromophenyl)propan-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Player, Mark R.; Dax, Scott L.; Parsons, William H.; Brandt, Michael Richard; Calvo, Raul R.; Patel, Sharmila; Liu, Jian; Cheung, Wing S.; Jetter, Michele C.; Lee, Yu-Kai; Youngman, Mark A.; Pan, Wenxi; Weils, Kenneth M.; Beauchamp, Derek A.; US2007/259936; (2007); A1;,
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