Category: alcohols-buliding-blocks

Electric Literature of 1113-21-9, 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.1113-21-9, name is 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol, molecular formula is C20H34O, molecular weight is 290.48, as common compound, the synthetic route is as follows.

The 5E, 9E, 13E-geranyl geranyl acetone (1) can be prepared by reacting 6E-10E- geranyl linalool (23) with diketene (24) catalyzed by DMAP in ethyl ether to give the ester 25. The ester 25 in the Carroll rearrangement using AI(OiPr)3 at elevated temperature can afford the desired 5E, 9E, 13E-geranyl geranyl acetone (1). In another approach, the GGA (1) can be prepared by treating geranyl linalool (23) with the Meldrum’s acid 26 in the Carroll rearrangement using AI(OiPr)3 at 160 C. Similarly, the use of ieri-butyl acetoacetate (27) with geranyl linalool (23) in the Carroll rearrangement can also give the desired 5E, 9E, 13E- geranyl geranyl acetone (1).

Statistics shows that 1113-21-9 is playing an increasingly important role. we look forward to future research findings about 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-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

Adding a certain compound to certain chemical reactions, such as: 13401-56-4, 3-Chloro-2,2-dimethylpropan-1-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, 13401-56-4, blongs to alcohols-buliding-blocks compound. Safety of 3-Chloro-2,2-dimethylpropan-1-ol

Example 6 :1-chloro-2,2-dimethyl-3,3-diethoxy–propane (formula (IV): X=Cl, R1= R2= CH3CH2- (IVC)) ;A solution of 6.76 ml (77.5mmol) de (COCl)2 in 220 ml of dry dichloromethane is cooled to -40C. Then 153.8 ml (10.9 mmol) of dimethylsulfoxide are added slowly. 5 minutes later, a solution of 7.5 g of 1-chloro-2,2-dimethyl-propanol (formula (VIC): X=Cl) in 61 ml of dichloromethane is added. The mixture is stirred for 15 minutes followed by the addition of 36 ml (264.3mmol) de Et3N. 30ml of dichloromethane are added and the mixture is warmed to room temperature. The organic phase is washed with water (3×150 ml), dried over sodium sulfate, concentrated in vacuo (17C / 75 mbar). The oil obtained is solubilized in ethanol and the solution is heated under reflux with a catalytic amount of PTSA for 120 minutes, concentrated in vacuo (19C/32 mbar). After distillation at 62-65C under 10 mbar, 8 g of compound (IVC) are obtained (yield : 68%). H1RMN delta ppm : 0.96 (s,6H, 2CH3); 1.25 (t, 6H,J=8HZ; OCH2CH3); 3.44(s,2H,CH2Cl); 3.48-3.57 (m,2H,CH2O); 3.75-3.88 (m,2H, CH2O); 4.25 (s,1H,anomeric) 13C RMN delta ppm :15.4 (2C,CH3); 20.4 (2C, OCH2CH3); 41.4 (q);53.1 (CH2Cl);65.8 ((2C, OCH2CH3); 107.7 (anomeric). IR(film) cm-1: 656; 1063; 1249; 1381;1474; MS m:z =159

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13401-56-4, its application will become more common.

Reference:
Patent; Merck Sante; EP1591434; (2005); A1;,
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. 26021-57-8, name is 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol, molecular formula is C8H9NO2, 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. Recommanded Product: 26021-57-8

i) 1-(6-Hydroxy-2, 3-dihvdro-benzof1, 4loxazin-4-vl)-3-methoxy-propan-1-one A suspension of 0.58 g of 3,4-dihydro-2H-benzo [1,4] oxazin-6-ol in 25 ml of dichloromethane is treated with 0. 613 ml of pyridine and then cooled to 0C. 0.906 ml of 3- methoxypropionyl chloride are added and the reaction mixture is allowed to slowly warm to room temperature. After stirring for 2. 5 hours, the reaction mixture is concentrated by evaporation-the residue is partitioned between ethyl acetate and water. The organic phase is washed with 1 N HCI, water and brine, dried over sodium sulphate and concentrated by evaporation. The crude ester-amide intermediate is dissolved in 30 ml of methanol and treated with 1.2 ml of 1 N aqueous potassium hydroxide solution. After 2 hours, the reaction mixture is concentrated by evaporation-the residue is diluted with ethyl acetate, water and 1 N HCI. The separated organic phase is washed with water and brine, dried over sodium sulphate and concentrated by evaporation. The title compound is obtained as a light brown oil from the residue by means of flash chromatography (SiO2 60F). Rf = 0.54 (EtOAc); Rt = 2.62.

With the rapid development of chemical substances, we look forward to future research findings about 26021-57-8.

Reference:
Patent; Speedel Experimenta AG; WO2005/37803; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 4170-90-5, 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.4170-90-5, name is Mesitylmethanol, molecular formula is C10H14O, molecular weight is 150.2176, as common compound, the synthetic route is as follows.

General procedure: In a flask was placed Na-Mont (30 mg), 1a (1 mmol, 0.18 g),TMSCl (2 mmol, 0.22 g, 0.25 mL), and CH2Cl2 (5 mL). The mixture was stirred at r.t. for 40 min. The solid material was filtered off, and the filtrate was concentrated. Compound 3a was isolated by Kugelrohr distillation under vacuum in 90% yield as a colorless liquid.

The chemical industry reduces the impact on the environment during synthesis 4170-90-5, I believe this compound will play a more active role in future production and life.

Reference:
Article; Tandiary, Michael Andreas; Masui, Yoichi; Onaka, Makoto; Synlett; vol. 25; 18; (2014); p. 2639 – 2643;,
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. 10029-04-6, name is Ethyl 2-(hydroxymethyl)acrylate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: Ethyl 2-(hydroxymethyl)acrylate

General procedure: Under N2 atmosphere and at 0 C, to a stirred solution of MBHalcohols 1 (0.3 mmol) and PPh3 (0.6 mmol) in EtOAc orCH2Cl2 (2 mL) in a Schlenk tube (25 mL) was slowly addedazodicarboxylates 2 (0.6 mmol) over 5 minutes by the means ofa microsyringe. The resulting reaction mixture was allowed towarm up to room temperature and stirred until the MBH alcohols1 were completely consumed, as monitored by TLC. Thesolvent was removed under reduced pressure and the residuewas purified by column chromatography on silica gel (gradienteluant: petroleum ether/ethyl acetate 9:1-3:1) to afford thehydrazines 3.

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, 10029-04-6, Ethyl 2-(hydroxymethyl)acrylate.

Reference:
Article; Xu, Silong; Shang, Jian; Zhang, Junjie; Tang, Yuhai; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 990 – 995;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 61367-62-2, 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.61367-62-2, name is 4-Bromo-3,5-dimethoxybenzyl alcohol, molecular formula is C9H11BrO3, molecular weight is 247.09, as common compound, the synthetic route is as follows.

Synthesis of 2-bromo-5-[(1-isopropoxyethoxy)methyl]-1,3-dimethoxybenzene Cyclopentyl methyl ether (100 mL), tetrahydrofuran (10 mL), isopropyl vinyl ether (9.3 mL), and pyridinium p-toluenesulfonate (1.00 g) were sequentially added to (4-bromo-3,5-dimethoxyphenyl)methanol (10.02 g), and the mixture was stirred for about 2.5 hours at room temperature. The reaction liquid was filtered, and the filtrate was washed sequentially with a 5percent aqueous solution of sodium hydrogen carbonate and water. The solvent was distilled off under reduced pressure, and the residue was azeotropically boiled with cyclopentyl methyl ether, to obtain 15.75 g (content 13.47 g, yield 99.6percent) of the title compound as a pale orange oily matter. 1H-NMR (400MHz, CDCl3) delta: 1.18 (d, J=6.4Hz, 3H), 1.23 (d, J=6.0Hz, 3H), 1.38 (d, J= 5.2Hz, 3H), 3.88-3.94 (m, 1H), 3.90 (s, 6H), 4.49 (d, J=12.0Hz, 1H), 4.61 (d, J=12.4Hz, 1H), 4.87 (q, J=5.2Hz, 1H), 6.58 (s, 2H).

The chemical industry reduces the impact on the environment during synthesis 61367-62-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP2202233; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 3637-61-4, 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. 3637-61-4, name is Cyclopentanemethanol. A new synthetic method of this compound is introduced below.

To a suspension of Nail (98 rng, 2.5 mmol, 5 eq) in THF (5 mL) at 0C cyclopentanernethanol (263 iL, 2.5 mrnol, 5 eq) was added. The reaction was stirred at 0C for 30 mm and 6-(6-bromopyridin-2-yl)-3 -[(2-chloro-4-fluorophenyl)sulfanyl]- 6-(thiophen-3-yI)piperidine-2,4-dione (250 mg, 0.49 mmol, I eq) was added. The reaction was then stirred overnight under reflux and quenched by the addition of water (10 mL) and HCI 1M (5 mL). The aqueous phase was extracted with ethyl acetate (3 x 15 mL) and the combined organic phases were dried with Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by flash chromatography on silica gel (eluent: heptane/ ethyl acetate: 75/25) to give 3- [(2-chloro-4-fluorophenyl)sulfanyl]-6-[6-(cyclopentylmethoxy)pyridin-2-yl] -6- (thiophen-3-yl)piperidine-2,4-dione (192 mg, 0.36 mmol) in 74 % yield.?H NMR (MeOD-d4, 400 MHz): 6 7.71 (dd, .1 8.0, 7.6 Hz, 1H), 7.44 (dd, J 8.8, 7.2 Hz, I H), 7.27 (dd, .1 = 2.8, 1 .2 Hz, 1 H), 7.1 5-7.1 1 (m, 2H), 7.09 (dd, J 4.8, 2.8 Hz. 11-1), 6.75 (d,.J= 8.4 Hz, IH), 6.54 (td,.J= 8.4, 2.8 Hz, IH), 5.99 (dd,J= 8.8, 6.0 Flz, IF). 4.27-4.18 (rn, 21-1). 3.87 (d,.J= 16.4 l-lz, IH), 3.45 (d,.1 16.4 Hz, 1H), 2.36-2.28 (111, 11-1), l.83-l.74(rn, 2H), 1.66-1.53 (m, 4H), 1.39-1.29 (m, 2H).?3C NMR (MeOD-d4, 100 MHz): 6 166.9, 161.6, 158.6 (d,J 245 Hz), 157.2, 143.5, 138.2, 130.7 (d, J= 4 Hz), 124.8 (d, J 8.5 Hz), 124.7, 124.5, 120.1, 114.7 (d, J= 25 Hz), 112.3 (d, .J= 21 Hz), 111.8, 108.0, 100.0, 68.3, 59.3, 39.1, 37.3, 27.5,23.4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3637-61-4, Cyclopentanemethanol, and friends who are interested can also refer to it.

Reference:
Patent; SPERMATECH AS; GOLDING, Louise; SIENG, Bora; LUNDVALL, Steffi; B?EN, Claudia Alejandra; HNIDA, Kathrin; (68 pag.)WO2018/211276; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 83647-43-2, 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. 83647-43-2, name is (3-Bromo-2-methylphenyl)methanol. A new synthetic method of this compound is introduced below.

(2,3-dihydrobenzo[b][l,4]dioxin-6-yl)boronic acid (0.537 g, 2.98 mmol),(3- bromo-2-methylphenyl)methanol (0.5 g, 2.487 mmol) and 2nd Generation XPhos precatalyst (0.059 g, 0.075 mmol) was covered with THF (24 ml) and degassed. Potassium phosphate, tribasic (12.43 ml, 6.22 mmol) added as an 0.5 M aqueous solution. The reaction was stirred at room temperature sealed under argon overnight. The solvent was removed by rotary evaporation. The residue was purified using 3: 1 hexanes: ethyl acetate on a 24 g silica gel column. The fractions containing the desired product provided 0.59g of the title compound as a colorless oil. 1H NMR (400MHz, CHLOROFORM-d) delta 7.39 (d, J=7.3 Hz, 1H), 7.25 (t, J=7.6 Hz, 1H), 7.22 – 7.18 (m, 1H), 6.92 (d, J=8.1 Hz, 1H), 6.83 (d, J=1.7 Hz, 1H), 6.78 (dd, J=8.2, 1.8 Hz, 1H), 4.79 (d, J=5.9 Hz, 2H), 4.33 (s, 4H), 2.28 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,83647-43-2, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CHUPAK, Louis S.; ZHENG, Xiaofan; WO2015/34820; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 60666-70-8, 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. 60666-70-8, name is (2-Bromo-5-chlorophenyl)methanol. A new synthetic method of this compound is introduced below.

General procedure: A mixture of64(1.075g, 5.5mmol), 1-bromo-4-chlorobenzene (1.03g, 5.4mmol), Cs2CO3(2.28g, 7mmol) and BINAP (0.05 equiv) in toluene (60mL) was purged with N2, Pd(OAc)2(110mg, 0.22mmol) was added and the mixture was stirred under reflux for 16h, then cooled, diluted with EtOAc, filtered and evaporated. The residue was chromatographed on silica gel, with EtOAc/CH2Cl2(2:1) eluting24(0.62g. 37percent)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60666-70-8, (2-Bromo-5-chlorophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Flanagan, Jack U.; Atwell, Graham J.; Heinrich, Daniel M.; Brooke, Darby G.; Silva, Shevan; Rigoreau, Laurent J.M.; Trivier, Elisabeth; Turnbull, Andrew P.; Raynham, Tony; Jamieson, Stephen M.F.; Denny, William A.; Bioorganic and Medicinal Chemistry; vol. 22; 3; (2014); p. 967 – 977;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 100751-63-1, 6-Bromo-2-naphthylmethanol, 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, SDS of cas: 100751-63-1, blongs to alcohols-buliding-blocks compound. SDS of cas: 100751-63-1

A mixture of the product from Example 1A (0.119 g, 0.50 mmol), 4 cyanophenylboronic acid (0.088 g, 0.60 mmol, 1.2 equiv.), PdCl2(PPh3)2 (7 mg, 0.001 mmol, 0.020 equiv.) and K3PO4H2O (288 mg, 1.5 mmol, 3.0 equiv.) in isopropanol (10 ML) and distilled water (4 ML) was stirred at 50 C. under a dry nitrogen atmosphere for 1.5 hr.The reaction mixture was cooled to room temperature then concentrated under reduced pressure.The residue was partitioned between ethyl acetate and saturated aqueous NH4Cl. The organic layer was dried (MgSO4), and filtered.The filtrate was concentrated under reduced pressure and the residue was purified by column chromatography (65:35 hexane/ethyl acetate).Fractions containing product were combined and concentrated under reduced pressure to provide the product as a white solid (95 mg, 73% yield). M.p. 174.1-175.5 C. 1H NMR (CDCl3, 300 MHz) delta 8.06 (d, J=2 Hz, 1H), 7.97-7.70 (m, 8H), 7.54 (dd, J=2, 12 Hz, 1H), 4.90 (dbr, J=6 Hz, 2H), 1.78 (tbr, J=6 Hz, 1H). MS (DCl-NH3) [M+NH4]+ at 277, [M+NH4 NH3]+ at 294.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100751-63-1, 6-Bromo-2-naphthylmethanol, and friends who are interested can also refer to it.

Reference:
Patent; Altenbach, Robert J.; Black, Lawrence A.; Chang, Sou-Jen; Cowart, Marlon D.; Faghih, Ramin; Gfesser, Gregory A.; Ku, Yi-yin; Liu, Huaqing; Lukin, Kirill A.; Nersesian, Diana L.; Pu, Yu-ming; Sharma, Padam N.; Bennani, Youssef L.; US2004/92521; (2004); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts