Tag: M.W=100-200

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;,
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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;,
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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;,
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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;,
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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;,
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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. 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;,
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Reference of 623-04-1, 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. 623-04-1, name is (4-Aminophenyl)methanol. A new synthetic method of this compound is introduced below.

To 4.97 g (40.35 mmol) of 4-aminobenzylalcohol dissolved in 30 mL of was added 9.69 g (44.39 mmol) of di-tert-butyl dicarbonate. The mixture was stirred at room temperature overnight, partitioned between ethyl acetate and water, dried over magnesium sulfate and concentrated to provide 8.4 g t-butyloxycarbonyl-protected 4-aminobenzyl alcohol, as a colorless solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,623-04-1, (4-Aminophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Bamberg, Joe Timothy; Gabriel, Tobias; Krauss, Nancy Elisabeth; Mirzadegan, Taraneh; Palmer, Wylie Solang; Smith, David Bernard; US2004/77646; (2004); A1;,
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Related Products of 702-82-9, 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.702-82-9, name is 3-Aminoadamantan-1-ol, molecular formula is C10H17NO, molecular weight is 167.2481, as common compound, the synthetic route is as follows.

In a clean round bottom flask, (100gm) of 1-amino-3-adamantol in l000ml of acetonitrile were charged. 239.8gm of potassium carbonate was charged to the above flask. The reaction mass was heated to 82-85C. The compound of formula III (4x25gm), was charged after 60-90 mm intervals. After completion of reaction, the reaction mass was cooled to 65-70C. The reaction mass was filtered and the solid was washed with 500m1 acetonitrile and suck dried. Theacetonitrile was distilled out from filtrate under vacuum at 50-55C. Ethyl acetate was charged to the residue and the slurry stirred at 50-55C for 30-45 minutes. The slurry was cooled to 20-30C and stirred for 60-90 minutes. The solid was filtered and washed with ethyl acetate and suck dried, The wet cake was suspended in IPA and heated to 80-85C to get a clear solution. The clear solution was charcoalised and filtered through hyflo. The filtrate was distilled oUt undervacuum to get final volume to 5Volume. The reaction mass was cooled to -5 to 5C and stirred for 60-90 minutes. The solid was filtered and washed with IPA and suck dried. The solid was dried under vacuum at 50-55C. 105 to 120gm of solid was obtained (yield 59-68%, HPLC purity >98%)

The chemical industry reduces the impact on the environment during synthesis 702-82-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLENMARK PHARMACEUTICALS LIMITED; GLENMARK GENERICS LIMITED; BHIRUD, Shekhar Bhaskar; BHUSHAN, Kumar Hari; THANEDAR, Amit Anant; RAUT, Changdev Namdev; CHAND, Prem; WO2014/102815; (2014); A1;,
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Application of 148043-73-6, 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.148043-73-6, name is 4,4,5,5,5-Pentafluoropentan-1-ol, molecular formula is C5H7F5O, molecular weight is 178.1, as common compound, the synthetic route is as follows.

To a stirred solution of Jones reagent (20 ml, 160 mmol) in acetone (20 ml), cooled in an ice bath, a solution of 4,4,5,5,5-pentafluoro-1-pentanol (7.12 g, 40 mmol) in acetone (30 ml) was added dropwise. After remaining ice bath, the mixture was stirred continuously at room temperature for 1 h. The mixture was poured into ice/water and extracted with diethyl ether. Crude ether was extracted with aqueous 2 N sodium hydroxide. On the inorganic layer was acidified with aqueous 6 N hydrochloric acid and the organic layer was extracted with diethyl ether. The final extract was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give crude 4,4,5,5,5-pentafluoropentanoic acid as colorless liquid (6.31 g, 82%), which was used in the next step without further purification. [01445] 1H NMR (300 MHz, CDCl3) delta: 11.5-9.5 (1H, br.s, CO2H), 2.70 (2H, t, J=7.8 Hz, C2-H), 2.53-2.33 (2H, m, C3-H).

Statistics shows that 148043-73-6 is playing an increasingly important role. we look forward to future research findings about 4,4,5,5,5-Pentafluoropentan-1-ol.

Reference:
Patent; Chugai Seiyaku Kabushiki Kaisha; US6645951; (2003); B1;,
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Related Products of 115-20-8, 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 115-20-8 as follows.

To a suspension of 7-acetoxycoumarin-4-acetic acid 5 (945 mg, 3.6 mmol, 1 eq) in 47 mL of anhydrous dichloromethane at room temperature under nitrogen was added 2,2,2-trichloroethanol (431 muL, 4.5 mmol, 1.25 eq). A solution of Lambda^Lambdaf’-dicyclohexylcarbodiimide (818 mg, 4 mmol, 1.1 eq) in 10 mL of anhydrous dichloromethane was added. The reaction mixture was stirred for 15 min, after which it was diluted with dichloromethane and filtered. The filtrate was concentrated under vacuum. Column chromatography on silica gel (CH2Cl2 then CH2Cl2^tOAc, 10:1) afforded product 6a (1.37 g, 96 %): Rf 0.78 (CH2Cl2:Et0Ac, 5:1); 1H NMR (300 MHz, CDCl3): delta 7.61 (d, 1 H, J5,6 8.7 Hz, H-5), 7.15 (d, 1 H, J6,8 2.1 Hz, H-8), 7.07 (dd, 1 H, J6,8 2.3, J5,6 8.7 Hz, H-6), 6.42 (s, 1 H, H-3), 4.77 (s, 2 H, CH2CCl3), 3.91 (2 s, 2 Eta, CH2CO2), 2.33 (s, 3 Eta, OAc); 13C NMR (75 MHz, CDCl3): delta 168.6, 167.0, 154.5, 153.5, 146.5, 125.5, 118.5, 117.0, 116.5, 110.9, 74.6, 37.7, 21.2; ESI-MS: m/z 393 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,115-20-8, its application will become more common.

Reference:
Patent; UNIVERSITY OF WASHINGTON; GELB, Michael, H.; BLANCHARD, Sophie; WO2010/81163; (2010); A2;,
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