Category: alcohols-buliding-blocks

Application of 111-32-0, 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. 111-32-0, name is 4-Methoxybutan-1-ol. A new synthetic method of this compound is introduced below.

Example A. 22 Preparation of intermediate (66) 4-Methoxy-l-butanol (0. 9 mol) was stirred in DCM (1500 ml) and triethylamine (1.35 mol) was added, then methylsulfonyl chloride (1. 1 mol) was added dropwise (temperature rise up to 40 C) and the reaction mixture was stirred for 2 hours at room temperature. The mixture was washed with water. The organic layer was separated, dried and the solvent was evaporated, then co-evaporated with toluene, yielding 167 g of intermediate (66).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,111-32-0, 4-Methoxybutan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2005/3122; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 163119-16-2, 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. 163119-16-2, name is 2,6-Di-tert-butyl-4-methylcyclohexanol, molecular formula is C15H30O, 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.

Cyanoacetic acid 46.8 g (0.55 mol), toluene 320ml was added to 2,6-di-tert-butyl-4-methylcyclohexanol 113 g (0.5 mol), subjected to stirring at room temperature, whereas, pyridine 43 .5g the (0.55mol) was dropped. Then, dropping acetic anhydride 112.3g (1.1mol), it was 15 hours heated and stirred at 60C. After completion of the reaction, the reaction solution, sodium hydrogen carbonate of 95g, poured slowly with stirring in an aqueous solution consisting of water 750ml. Then, extracted with ethyl acetate of 250ml, after concentrating the ethyl acetate layer, the methanol 400ml added to the residue, after being heated and dissolved at 60C , to precipitate a crystal was cooled to 0C It was. The crystals were filtered, washed with water, by performing the methanol wash, to afford intermediate 4 135g (92% yield).

According to the analysis of related databases, 163119-16-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FUJIFILM CORPORATION; SASAKI, DAISUKE; (63 pag.)JP5908824; (2016); B2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 33036-62-3, 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. 33036-62-3, name is 4-Bromo-1-butanol, molecular formula is C4H9BrO, 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.

Crude product 4-bromo-butanol was dissolved in DCM (500 ml) and dried over Na2SO4 and p-TosOH (500 mg) was added. Dihydropyran (1181 ml) was added dropwise at 0 C. and during the addition the temperature was kept under 8 C. The reaction was allowed to reach RT overnight, washed with saturated NaHCO3 solution (2¡Á300 ml) and brine (9.3 I). The aqueous layers were washed with TBME (300 ml) and the combined organic layers were dried over anhydrous K2CO3. The mixture was filtered off and the solvent was removed on the rotary evaporator. This yielded 593 g (yield=25% over 2 steps). The obtained 4-bromo-butanol-THP ether was filtrated twice over SiO2 (DCM with 1% MeOH). Finally, the compound was purified by column chromatography (20 I SiO2, DCM with 1% MeOH). This yielded 220.6 g of 2-(4-Bromo-butoxy)-tetrahydro-pyran (yield=9.3% over 2 steps) as a TLC-pure light yellow 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 33036-62-3, 4-Bromo-1-butanol.

Reference:
Patent; Solvay Pharmaceuticals GmbH; US2005/192263; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 24034-73-9, 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 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

The resulting 2E-conjugated ester 8 was reduced to the corresponding 2E-alcohol 9 by means of a lithium aluminum hydride (LAH) treatment, which was then converted into the corresponding 2E,6E,10E-geranylgeranyl bromide 10 by means of phosphorus tribromide (PBr3) treatment in ethyl ether (EE) or with Ph3P and CBr4 in acetonitrile (ACN) at 0C. Furthermore, the interaction of carbanion (derived from ethyl acetoacetate 5 and sodium ethoxide) with the bromide 10 at 0C afforded the desired 2E,6E,10E-geranylgeranyl ketoester 11, a precursor needed for 5E,9E,13E-geranylgeranyl acetone 1. The subsequent ester hydrolysis and decarboxylation of ketoester 11 using aq. 5N KOH at 80C yielded the requisite 5E,9E,13E-geranylgeranyl acetone 1. TLC Rf: 0.28 (5% Ethyl Acetate in Hexanes); LC Retention time: 16.68 min; MS (m/e): 313 [M – 18 + H]+, 331 [M H]+, 353 [M + K] .

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 24034-73-9, (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; ARGADE, Ankush; DATWANI, Akash; SPENCER, Natalie; PAN, Yonghua; ERMINI, Florian; WO2014/163643; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 624-95-3, 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 624-95-3, name is 3,3-Dimethylbutan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

12. 2’G OF 3, 3-DIMETHYL-1-BUTANOL of 98% purity (117. 3 mmol) and 0.043 g MEO- TEMPO (0. 223MMOL) are charged in a jacketed glass reaction flask as in Example I. Sodium borate (0.294 g, 0.76 mmol), NAHCO3 (1.472 g, 17.5 mmol) and NaCl (2 g) are dissolved in water (25 cc) and the aqueous solution is added to the stirred organic fraction at 1000 RPM in the reaction flask. The stirred suspension is cooled to 0C and the emulsion is re-adjusted to pH 8.6 using 40% solution OFNAOH. When the temperature of the reactants reached 0C, 69.8 g (123.1 mmol) of 13.1% aqueous NAOCI solution are pumped in via a gas-tight syringe over 55 minutes. The reaction mixture is stirred for an additional 15 min at 0C and the organic layer is sampled for GC assay. The yield of 3,3- dimethylbutyraldehyde is 90.6% at 2 min of post bleach-addition time and 92. 1% at 15 min reaction time.

According to the analysis of related databases, 624-95-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE NUTRASWEET COMPANY; WO2004/67484; (2004); A2;,
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. 454-91-1, name is 1-[3-(Trifluoromethyl)phenyl]ethanol, molecular formula is C9H9F3O, 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 C9H9F3O

Example 89 1-[3-(Trifluoromethyl)phenyl]ethyl N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,5-dimethylphenyl}carbamate 4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,5-dimethylaniline (76 mg) was added to toluene/triethylamine = 10/1 (8 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (110 mg) in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 3-trifluoromethyl-alpha-methylbenzyl alcohol (70 mg) was added thereto, and the mixture was further stirred with heating under reflux for 2 hr. After the completion of the reaction, the reaction solution was allowed to cool to room temperature before distilled water was added thereto. The mixture was subjected to separatory extraction with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution and saturated brine. The washed solution was dried over sodium sulfate and was concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (78 mg, yield 58%). 1H-NMR (CDCl3, 400 MHz): 8.40 – 8.47 (1H, m), 8.12 (1H, s), 7.84 (1H, s), 7.45 – 7.68 (5H, m), 6.93 (1H, s), 6.47 – 6.57 (2H, m), 5.93 (1H, q, J = 6.8 Hz), 4.14 (3H, s), 4.08 (3H, s), 2.27 (3H, s), 2.09 (3H, s), 1.63 (3H, d, J = 6.8 Hz) Mass spectrometry value (ESI-MS, m/z): 542 (M++1)

With the rapid development of chemical substances, we look forward to future research findings about 454-91-1.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1243582; (2002); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 3973-18-0, 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. 3973-18-0, name is Propynol ethoxylate. A new synthetic method of this compound is introduced below.

General procedure: Bis-boc-adenine1,2 (302 mg, 0.90 mmol) and triphenylphosphine (467 mg, 1.78 mmol) were dissolved in THF (10 mL), and the mixture was stirred at C. 2-(Prop-2-yn-1-yloxy)ethanol3 (134 mg, 1.34 mmol) and a 40% solutionof DEAD in toluene (0.82 mL, 1.79 mmol) were added. The reaction mixture was stirred for 3hours at C and then concentrated under reduced pressure. The residue was purified by flash column chromatography (0-4% CH3OH in CH2Cl2) to give the crude intermediate S1. This was dissolved in CH3OH (3.5 mL) and 3 M HCl (3.5 mL) was added. The reaction mixture was stirred at 45 C for 16 h and then neutralised by the addition of a 0.2 M aqueous solution of Na2CO3. The mixture was concentrated under reduced pressure and then dissolved in DMF followed by filtration and concentration under reduced pressure. The residue was purified by flash column chromatography (0-20% CH3OH in CH2Cl2) to give the product S2 as a white powder (51 mg, 26% over two steps).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3973-18-0, Propynol ethoxylate, and friends who are interested can also refer to it.

Reference:
Article; Dreier, Ida; Hansen, Lykke H.; Nielsen, Poul; Vester, Birte; Bioorganic and Medicinal Chemistry Letters; vol. 24; 4; (2014); p. 1043 – 1046;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 3376-59-8, 2,3-Dihydroxypropyl benzoate, 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, 3376-59-8, blongs to alcohols-buliding-blocks compound. SDS of cas: 3376-59-8

To a solution of 35.5 g (181 mmol) of (-)-1-benzoyl glycerol (G) in 250 ml of dry pyridine at 0 C. is added 83 g (433 mmol) of p-toluenesulfonyl chloride. The mixture is stirred at 0 C. for 15 minutes and then stored in a refrigerator for 144 hours. After cooling the reaction mixture to 0 C., 10 ml of water are added, the mixture is stirred for 10 minutes, and then poured into excess water. The aqueous solution is separated from the gummy product, and extracted with chloroform. The gummy residue is dissolved in chloroform and the combined chloroform solution is washed sequentially with 3 N hydrochloric acid, water, 5% sodium bicarbonate solution, and water. The chloroform solution is dried over Na2 SO4 and concentrated under reduced pressure to obtain a solid which, upon recrystallization from absolute ethanol, gives 65.5 g (130 mmol, 72%) of (-)-1-benzoyl-2,3-di-p-toluenesulfonyl glycerol (see Formula (H) in Scheme 2), m.p. 105-106 C. [alpha]D2 -22.7 (c, 5.92, CHCl3). 1 H NMR (CDCl3) delta8-7 (m, 13H); 4.9 (m, 1H); 4.45 (d, 2H, J=6 Hz); 4.35 (d, 2H, J=5 Hz); 2.42 (s, 3H); 2.38 (s, 3H). 13 C NMR (CDCl3) 165.162, 145.136, 133.108, 132.466, 131.649, 129.430, 128.671, 128.087, 127.678, 75.306, 66.899, 61.994, 21.591 ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3376-59-8, its application will become more common.

Reference:
Patent; Stille; John K.; US4393240; (1983); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 5299-60-5, name is Ethyl 6-hydroxyhexanoate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 5299-60-5

This was synthesized essentially following the procedurereported previously.30 Briefly, a mixture of tert-butyldimethylsilylchloride(1.84 g, 12.21 mmol), imidazole (816 mg, 11.99 mmol)and ethyl 6-hydroxyhexanoate (640 mg, 3.99 mmol) in DMF (10mL) was stirred under nitrogen at 20 C. After 24 h, the reactionmixture was diluted with ether (50 mL) and the ethereal solutionwashed with brine (150 mL 3). The ether solution was separated,dried over Na2SO4, and the ether removed by rotary evaporation toobtain a yellow oil. A methanolic solution of Triton B (40% w/w, 10mL) was added to this and the mixture stirred at 20 C for an hour.Methanol was removed under vacuum, water (20 mL) was addedto the residue and the pH adjusted to 4 using 1 M HCl. The aqueousphase was then extracted with ether (100 mL 3) and the combinedether solution was dried over Na2SO4. Ether was evaporatedto yield 609 mg (2.47 mmol, 61.9%) of compound 3 as a yellow oil:1H NMR (CDCl3) d 0.04 (s, 6H), 0.89 (s, 9H), 1.40 (dd, 2H), 1.53 (m,2H), 1.65 (m, 2H), 3.61 (t, 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, 5299-60-5, Ethyl 6-hydroxyhexanoate.

Reference:
Article; Zhou, Zhengyuan; Chitneni, Satish K; Devoogdt, Nick; Zalutsky, Michael R.; Vaidyanathan, Ganesan; Bioorganic and Medicinal Chemistry; vol. 26; 8; (2018); p. 1939 – 1949;,
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. 61487-25-0, name is (2-Amino-3-chlorophenyl)methanol. A new synthetic method of this compound is introduced below., Product Details of 61487-25-0

N-(2-Chloro-6-(hydroxymethyl)phenyl)pivalamide; To the crude (2-amino-3-chlorophenyl)methanol(1.08 g, 6.88 mmol) in CH2Cl2(15 mL) was fast dropwise added trimethylacetyl chloride(0.89 mL, 7.23 mmol), followed by DIEA(2.4 mL, 13.8 mmol) at 0 C. 5 min later, the reaction mixture was stirred at room temperature for 1 hr. Normal aqueous work-up to afford the expected product as a white solid(1.58 g, 95% yield), which was pure enough to be used in next step; 1H NMR (400 MHz, CDCl3) delta ppm 1.30 (s, 9 H), 3.35 (s, 2 H), 4.36 (d, J=6.29 Hz, 1 H), 7.06-7.22 (m, J=7.81, 7.81 Hz, 1 H), 7.29-7.33 (m, 2 H), 7.58 (s, 1 H); Mass spec. 242.08 (MH+), Calc. for C12H16ClNO2 241.09.

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, 61487-25-0, (2-Amino-3-chlorophenyl)methanol.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/259850; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts