Tag: M.W=200-300

Electric Literature of 149965-40-2, 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 149965-40-2, name is (5-Bromo-2-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

(5-Bromo-2-chloro-benzyloxy)-tert-butyl-dimethyl-silane TBDMS-Cl (10.6 g, 66.7 mmol) was added to a sol. of (5-bromo-2-chloro-phenyl)-methanol (12.8 g, 55.6 mmol) and imidazole (9.42 g, 138 mmol) in DMF (190 mL) at 0 C. The mixture was stirred for 2 h at 0 C., and aq. sat. NH4Cl was added. The mixture was extracted with heptane (2*). The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (heptane?EtOAc/heptane 1:49) yielded the title compound (18.0 g, 96%). LC-MS: tR=1.22 min.

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 149965-40-2, (5-Bromo-2-chlorophenyl)methanol.

Reference:
Patent; Bezencon, Olivier; Bur, Daniel; Corminboeuf, Olivier; Dube, Daniel; Grisostomi, Corinna; MacDonald, Dwight; McKay, Dan; Powell, David; Remen, Lubos; Richard-Bildstein, Sylvia; Scheigetz, John; Therien, Michel; Weller, Thomas; US2009/176823; (2009); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 172023-97-1, 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. 172023-97-1, name is (3-Bromo-5-(trifluoromethyl)phenyl)methanol, molecular formula is C8H6BrF3O, 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.

1-Bromo-3-(bromomethyl)-5-(trifluoromethyl)benzene. (3-Bromo-5-(trifluoromethyl)phenyl)methanol (1.6 g, 6.3 mmol) and triphenylphosphine (3.3 g, 12.6 mmol) were combined in tetrahydrofuran (30 mL) and cooled to 0 C. N-Bromosuccinimide (2.4 g, 13.2 mmol) was introduced in portions and the reaction allowed to warm to room temperature. After 16 h, the reaction mixture was diluted with ethyl acetate, washed with concentrated sodium bicarbonate (2¡Á), brine (2¡Á), dried over sodium sulfate, and concentrated. Column chromatography on silica gel (100% hexanes) gave 1.53 g (76%) as a light brown oil. 1H-NMR (CDCl3, 500 MHz) delta 7.73 (s, 1H), 7.70 (s, 1H), 7.58 (s, 1H), 4.44 (s, 2H).

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 172023-97-1, (3-Bromo-5-(trifluoromethyl)phenyl)methanol.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/249607; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 64372-62-9, 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.64372-62-9, name is 2-Chloro-5-(trifluoromethyl)benzyl alcohol, molecular formula is C8H6ClF3O, molecular weight is 210.58, as common compound, the synthetic route is as follows.

General procedure: To a mixture of 12 (66 mg, 0.366 mmol) and the alcohol(0.549 mmol) in n-octane (3 mL) was added H-mont (260 mg), andthen the mixture was stirred at room temperature until the TLCindicated the consumption of the starting material. The reactionmixture was filtered to remove H-mont, and the filtrate wasevaporated under reduced pressure. The residue was purified byflash chromatography (petroleum ether/ethyl acetate 300:1 to200:1) to give the product. Following the procedure, 16f,g wereprepared.

Statistics shows that 64372-62-9 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-(trifluoromethyl)benzyl alcohol.

Reference:
Article; Chen, Dongyin; Xu, Chang; Deng, Jie; Jiang, Chunhuan; Wen, Xiaoan; Kong, Lingyi; Zhang, Ji; Sun, Hongbin; Tetrahedron; vol. 70; 11; (2014); p. 1975 – 1983;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 57641-67-5, 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 57641-67-5, name is 2-(2-(2-Bromoethoxy)ethoxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Potassium carbonate (916 mg, 6.6 mmol) was added to the solution of imidazole (375 mg, 5.5 mmol) and oligoethylene glycolic bromide (4a-e, 5.5 mmol) in acetone (30 mL) at 25 C. The residue was dissolved in water (50 mL) and extracted from the aqueous phase with EtOAc (50 mL¡Á3). The organic layer was dried (sodium sulfate) and evaporated under reduced pressure. The residue was purified by flash column chromatography (10% MeOH/CH2Cl2) to afford the corresponding oligoethylene glycolic imidazole (5a-e).

According to the analysis of related databases, 57641-67-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jadhav, Vinod H.; Kim, Ju-Young; Chi, Dae Yoon; Lee, Sungyul; Kim, Dong Wook; Tetrahedron; vol. 70; 2; (2014); p. 533 – 542;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 162744-59-4 ,Some common heterocyclic compound, 162744-59-4, molecular formula is C7H5BrF2O, 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.

A solution of methanesulfonyl chloride (4.72 ml; 60.794 mmol) in anhydrous dichloromethane (10 ml) was added dropwise (over 5 min.) to an ice-cooled solution of 4-bromo-2,6-difluorobenzyl alcohol (11.300 g; 50.669 mmol) and triethylamine (14.1 ml; 101.338 mmol) in dichloromethane (200 ml). The resulting solution was stirred at 0C, under nitrogen, for 30 min. The reaction mixture was diluted with ethyl acetate (200 ml), and water (100 ml) was added. The organic layer was successively washed with 1 N aqueous hydrochloric acid (100 ml), saturated aqueous NaHCU3 (100 ml), and finally with brine (100 ml). The organic layer was then dried over magnesium sulfate, filtered, and concentrated to dryness under reduced pressure to give an orange solid which was additionally dried under HV (15.170 g; 99.5%). LC-MS for the mesylate: tR = 0.92 min.; [M+H]+: no ionisation.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,162744-59-4, its application will become more common.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2008/26149; (2008); 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. 162744-59-4, name is (4-Bromo-2,6-difluorophenyl)methanol, molecular formula is C7H5BrF2O, 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. HPLC of Formula: C7H5BrF2O

A mixture of 48% HBr (130 mL, 1149 mmol) and (4-bromo-2,6- difluorophenyl)methanol (40 g, 179 mmol) was heated to reflux overnight. After cooling to room temperature, the reaction mixture was poured into 80 mL of water and was extracted with hexanes (2 x 300 mL). The combined organic layers were washed with sodium bicarbonate solution, dried over MgSO4, filtered, and concentrated to afford 5 -bromo-2-(bromomethyl)- 1,3 -difluorobenzene. ?H NMR (CDC13, 300 MHz) (ppm): 6.94-7.22 (m, 2H), 4.46 (s, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 162744-59-4.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ZABLOCKI, Mary-Margaret; GUERIN, David J.; NG, Pui Yee; WANG, Zhongguo; SHELEKHIN, Tatiana; CARAVELLA, Justin; LI, Hongbin; IOANNIDIS, Stephanos; (518 pag.)WO2019/32863; (2019); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 2425-41-4, 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. 2425-41-4, name is (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol. A new synthetic method of this compound is introduced below.

under argon at 0 oC was added a solution of diol (S109, 4.92 g, 22.0 mmol) in THF (20 mL) dropwise; the resulting mixture was warmed to room temperature and stirred for 1h. The reaction mixture was cooled to 0 oC, a solution of propargyl bromide (18.6 g, 158.4 mmol) in THF (25 mL) was added slowly, and the resulting mixture was warmed to room temperature and stirred overnight at 40 oC. After the product was consumed, as observed by TLC, the reaction was quenched by dropwise addition of water at 0 oC, and the resulting mixture was extracted with dichloromethane (50 mL x 2). The combined organic layers were washed with brine and dried over anhydrous Na2SO4, filtered, and evaporated to give a residue, which was purified by flash silica gel column using ISCO companion (hexane/ethyl acetate, 0 – 30%) to give 5.92 g (89.5%) of compound S110 as an oil.1H NMR (500 MHz, CDCl3; ppm): d7.49-7.47 (dd, J 8.0, 1.5 Hz, 2H), 7.38-7.34 (m, 3H), 5.43 (s, 1H), 4.21 (d, J 2.5 Hz, 2H), 4.12 (t, J 2.5 Hz, 4H), 4.10 (s, 1H), 3.91 (s, 1H), 3.89 (s, 1H), 3.37 (s, 2H); ESI MS for C18H20O4 calculated 300.34, observed [M+H]+ 301.3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2425-41-4, (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol, and friends who are interested can also refer to it.

Reference:
Patent; TOLLNINE, INC.; PONS, Jaume; WAN, Hong I.; BRADSHAW, Curt W.; SIM, Bang Janet; KUO, Tracy Chia-Chien; (239 pag.)WO2020/81744; (2020); A1;,
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. 2043-47-2, name is 1H,1H,2H,2H-Nonafluoro-1-hexanol. A new synthetic method of this compound is introduced below., Recommanded Product: 1H,1H,2H,2H-Nonafluoro-1-hexanol

First, 26.4 g of 2-(perfluorobutyl)ethanol and 75 ml of dehydrated methylene chloride were put in a 200 ml flask provided with a calcium chloride tube, and cooled to 5 C. Then, 35.27 g of trifluoromethanesulfonic anhydride was dropped to the mixture while being stirred. Subsequently, 12.65 g of triethylamine was dropped to the mixture while being stirred. After the dropping, the resultant mixture was stirred for 24 hours. The resultant reaction solution was washed with 30 ml of water, further washed with 30 ml of 3% sulfuric acid, again washed with 30 ml of water, and dried with sodium sulfate. The solvent was then distilled off. The residue was distilled (b.p. 88 C. to 90 C./28 mmHg), to obtain 35.26 g (Y: 91.8%) of 2-(perfluorobutyl)ethyl trifluoromethanesulfonate. The purity of the resultant compound was 94.2% as measured by GC.

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, 2043-47-2, 1H,1H,2H,2H-Nonafluoro-1-hexanol.

Reference:
Patent; Sharp Kabushiki Kaisha; Kanto Kagaku Kabushiki Kaisha; US6388146; (2002); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 2077-19-2, 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.2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, molecular weight is 215.09, as common compound, the synthetic route is as follows.

A flask was charged with 2-(4-bromophenyl)propan-2-ol (5.00 g, 23.3 mmol, Bioorg. Med. Chem. Lett. 2007, 17, 662), 4,4,4 45,5,55′-octamethyl-2,2′-bi(l,3,2- dioxaborolane) (6.49 g, 25.6 mmol), KOAc (6.84 g, 69.7 mmol), PdCl2(dppf) (0.949 g, 1.16 mmol) and DMSO (155 mL). The mixture was heated to about 80 C for about 4 h. After cooling to rt, the mixture was partitioned between brine (400 mL) and EtOAc (100 mL). The organic layer was isolated and the aqueous phase was extracted with two further portions of EtOAc (2 x 50 mL). The organic layers were combined, washed with brine (5 x 100 mL), dried over anhydrous MgS04 and concentrated in vacuo. The crude material was purified by silica gel flash chromatography with a gradient of 0 to 100% EtOAc/hexanes to give 2-(4-(4,4,5,5-Tetramethyl-l,3,2-dioxaborolan-2- yl)phenyl)propan-2-ol (2.76 g, 45%): 1H NMR (d-DMSO) delta 7.80 (s, J = 8, 2H), 7.50 (s, J = 8, 2H), 1.58 (s, 6H), 1.34 (s, 12H).

Statistics shows that 2077-19-2 is playing an increasingly important role. we look forward to future research findings about 2-(4-Bromophenyl)propan-2-ol.

Reference:
Patent; ABBVIE INC.; LI, Bin; BREINLINGER, Eric; DAVIS, Heather; HOEMANN, Michael; LI, Biqin; SOMAL, Gagandeep; VAN EPPS, Stacy; WANG, Lu; WO2014/169473; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 25574-11-2, 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.25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol, molecular formula is C9H11BrO, molecular weight is 215.087, as common compound, the synthetic route is as follows.

Under a nitrogen atmosphere, DPPA (diphenylphosphoryl azide) (2 eq) and l,8-Diazabicycloundec-7-ene (DBU) (2 eq) were subsequently added to a cooled (0 C) solution of the corresponding alcohol (4) (1 eq) in dry Nu,Nu’- dimethylformamide (0.4 M). After 0.5 h. NaN3 (2 eq) was added and the reaction mixture was heated for 3 h. at 100 C. After cooling to room temperature, the reaction was worked up by dilution with water and extraction with diethyl ether (x5). The combined organic layers were washed with water (x2), brine (xl), dried over sodium sulfate and concentrated in vacuo. Finally the crude material was purified by column chromatography to give the desired azide 3-(l-(8-azidooctyl)-lH-l,2,3-triazol-4-yl)pyridine ; The title compound was prepared from (54) according to the general procedure of example 5, but the reaction mixture was heated to 50 C for 24 h. The crude material was purified by column chromatography using PE/EtOAc 98:2 as eluant, to give a colorless oil; yield 79%; IR (KBr) 2941, 2097, 1488, 1254, 1072, 1011, 831, 795 cm”1; 1H- MR (300 MHz, CDC13) delta 7.41 (dd, J = 6.4/1.8 Hz, 2-H), 7.06 (dd, J = 6.4/1.8 Hz, 2-H), 3.28 (t, J= 6.7 Hz, 2-H), 2.66 (t, J = 7.3 Hz, 2-H), 1.88(quint, J = 6.7 Hz, 2-H) ppm; 1 C-NMR (75 MHz, CDC13) delta 139.9, 131.7, 130.3, 120.0, 50.6, 32.2, 30.4 ppm.

The chemical industry reduces the impact on the environment during synthesis 25574-11-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; UNIVERSITA DEGLI STUDI DEL PIEMONTE ORIENTALE “AMEDEO AVOGADRO”; GENAZZANI, Armando A.; TRON, Gian Cesare; GALLI, Ubaldina; TRAVELLI, Cristina; CUZZOCREA, Salvatore; GROSA, Giorgio; SORBA, Giovanni; CANONICO, Pier Luigi; WO2014/178001; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts