Category: 722-92-9

Synthetic Route of 722-92-9, 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. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol. A new synthetic method of this compound is introduced below.

To a suspension [OF 2- (4-AMINOPHENYL)-1,] 1,1, 3,3, 3-hexafluoropropan-2- ol (Oakwood, 8.4 g, 28.4 [MMOL)] in CH2CI2 (75 mL) was added trifluoroacetic anhydride (4.4 mL, 31.2 [MMOL)] via addition funnel over 30 min. After stirring at ambient temperature overnight, the reaction mixture was diluted with ethyl acetate and washed with water, saturated NaHCO3, and brine. The organics were dried [(MGS04),] filtered and concentrated to afford the intermediate amide as a white solid. The amide was dissolved in anhydrous THF (75 mL) and lithium aluminum hydride [(1 M SOLUTION] in THF, 75 mL) added over 30 min. After stirring at ambient temperature for 30 min, the solution was heated at reflux over 18 h. The reaction mixture was cooled to room temperature and quenched under argon with ethyl acetate. Water was carefully added and the resulting mixture stirred 30 min. The mixture was filtered through a pad of celite and the filtrate concentrated in vacuo. The resulting oil was dissolved in ethyl acetate and washed several times with brine. The organics were dried [(MGS04)] and concentrated to afford the title compound as a yellow oil (5.6 g, 58percent). MS (ES+) m/z 342 [(MH+).]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,722-92-9, 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; PHARMACIA CORPORATION; WO2003/99769; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 722-92-9, 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 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The compound 1(4-(chloromethyl)benzoyl chloride, 12 mmol) was added dropwise to a mixture of 2a?n (10 mmol) and triethylamine (12 mmol) in dichloromethane (20 mL) at room temperature with stirring. Then the reaction mixture was refluxed for 4?6 h. After cooling to room temperature, the mixture was slowly poured to ice water (50 mL). The solution was extracted with dichloromethane (3×60 mL) and the organic phase was dried over with sodium sulfate anhydrous. After removal of the dichloromethane, the solid residue was purified by recrystallization with petroleum ether?ethyl acetate to give compounds 3a?n.

According to the analysis of related databases, 722-92-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Shi, Yao-Jie; Song, Xue-Jiao; Li, Xiao; Ye, Ting-Hong; Xiong, Ying; Yu, Luo-Ting; Chemical and Pharmaceutical Bulletin; vol. 61; 11; (2013); p. 1099 – 1104;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 722-92-9, 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. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, molecular formula is C9H7F6NO, 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.

2-(4-Ethylamino-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol To a solution of 3.0 gm of 2-(4-Amino-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol (Matrix Scientific, Columbia, S.C.) in 30 ml of methylene chloride was added 2.4 ml of triethyl amine, 1.2 ml of acetic anhydride, and 100 mg of dimethylaminopyridine. The mixture was allowed to stir at room temperature for 16 hrs. An additional 2.4 ml of triethyl amine and 1.2 ml of acetic anhydride was added and the mixture was stirred for an additional 6 hrs. The solution was evaporated and purified by column chromatography (1:1 Ethyl Acetate:Hexane) to give 3.1 gm of material that was used in the next step. To this material dissolved in 30 ml of tetrahydrofuran cooled to 0 degrees C. was added 1.6 gm of lithium aluminum hydride. This solution was stirred for 16 hrs and quenched with 1 N sodium hydroxide. This was then extracted with ethyl acetate and dried over anhydrous sodium sulfate. Chromatography gave 2.188 gm of the named product. 1H NMR was consistent with the structure.

According to the analysis of related databases, 722-92-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Orphagen Pharmaceuticals; Thacher, Scott; Li, Xiaolin; Babine, Robert; Tse, Bruno; US8389739; (2013); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 722-92-9, 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 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 12a-e in DMSO (500 L) were added 4-(hexafluoro-2-hydroxyisopropyl)aniline (2 eq.)and N,N-diisopropylethylamine (2 eq.) at room temperature. The mixture was stirred for 15 min at 100 C,then poured into dilute hydrochloric acid and extracted with EtOAc. The organic layer washed with brine,dried over sodium sulfate and concentrated. The residue was purified by recrystallization from MeOH.

According to the analysis of related databases, 722-92-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kaitoh, Kazuma; Toyama, Hirozumi; Hashimoto, Yuichi; Fujii, Shinya; Heterocycles; vol. 95; 1; (2017); p. 547 – 556;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 722-92-9, 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. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, molecular formula is C9H7F6NO, 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.

To the stirred solution of 2-(4-aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (1.0 g, 3.86 mmol) in dry tetrahydrofuran (THF) under inert atmosphere, triphenylphosphine (3.04 g, 11.58 mmol) was added and stirred for 20 minutes. (E)-Diisopropyl diazene-1,2- dicarboxylate (0.936 g, 4.63 mmol) and methanol (0.23 mL, 5.79 mmol) were added to the reaction mixture at 0-5 °C. The reaction mixture was refluxed for 4-5 hours. Aftercompletion of the reaction, the reaction mixture was diluted with methylene chloride and purified using column chromatography (silica gel, hexane and ethyl acetate).

According to the analysis of related databases, 722-92-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PIRAMAL ENTERPRISES LIMITED; SHARMA, Rajiv; SAHU, Bichismita; MALI, Sunil, Vasantrao; SINGH, Deepak; KUMAR, Pramod, Bhaskar; DAWANGE, Mahesh; MISTRY, Hitesh; (108 pag.)WO2015/145371; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 722-92-9, Adding some certain compound to certain chemical reactions, such as: 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol,molecular formula is C9H7F6NO, 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 722-92-9.

Procedure 1, Step A. To a solution of 2-(4-aminophenyl)-l, l,l,3,3,3-hexafluoropropan-2- ol (4) (15 g, 1.0 equiv) in DMF (120 mL) was added a solution of NaN02(4.4 g, 1.1 equiv) in 30 mL water. The mixture was cooled to 0C for 15 min. 6 N HC1 (29 mL, 3.0 equiv) was added dropwise to the reaction mixture for over 15 min at 0C. The resulting mixture was stirred at 0C for lh. KI (10.1 g, 1.05 equiv) was added with portions (over 15 mins). The reaction mixture was stirred at 0C for lh, and then at room temperature overnight. The reaction was diluted with water (-500 mL) and extracted with EtOAc/hexane (2: 1, 3 x 150 mL). The combined organic phase was washed with NaHS03, water, and brine. The crude mixture was purified on a silica gel column to afford l, l,l,3,3,3-hexafluoro-2-(4-iodophenyl)propan-2-ol (Intermediate 1) (18.85 g, yield 88%) as a pale yellow oil.

According to the analysis of related databases, 722-92-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ESCALIER BIOSCIENCES B.V.; MOHAN, Raju; NUSS, John; HARRIS, Jason; YUAN, Shendong; (144 pag.)WO2019/177996; (2019); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 722-92-9, 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 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows.

To the stirred solution of 2-(4-aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (2.0 g, 7.72 mmol) in water (5 mL) was added HC1 (3.86 mL, 23.15 mmol) at 0 C. To this, sodium nitrite (0.639 g, 9.26 mmol) in water was added drop wise at 0 C and stirred for 1 hour. Potassium iodide (1.922 g, 11.58 mmol) was added and the reaction mixture was stirred at ambient temperature. After completion of the reaction, the aqueous layer was extracted with DCM. The DCM layer was dried over sodium sulphate and evaporated. The crude material obtained was purified by flash column chromatography (silica gel, hexane and ethyl acetate). 1H NMR (DMSO-d6, 300 MHz): oe ppm 8.87(s, 1H), 7.92 (d, J=8.7Hz, 2H), 7.46 (d, J=8.lHz,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 722-92-9, 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol.

Reference:
Patent; PIRAMAL ENTERPRISES LIMITED; SHARMA, Rajiv; SAHU, Bichismita; MALI, Sunil, Vasantrao; SINGH, Deepak; KUMAR, Pramod, Bhaskar; DAWANGE, Mahesh; MISTRY, Hitesh; (108 pag.)WO2015/145371; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, the common compound, a new synthetic route is introduced below. Formula: C9H7F6NO

Phenylacetyl chloride (940 mg, 6.10 mmol) was added to a solution of methyl 3- amino-2-thiophenecarboxylate (500 mg, 3.18 mmol) and triethylamine (640 mg, 6.30 mmol) in tetrahydrofuran (10 ml), and the resulting mixture was stirred at room temperature for 2 hours. At the end of this time, the reaction mixture was concentrated, and the residue was diluted with water and extracted with ethyl acetate. The organic layer was washed with a saturated sodium hydrogencarbonate solution, water and saturated aqueous sodium chloride solution successively, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue obtained was purified by preparative thin layer chromatography to yield pale yellow oil (290 mg, yield: 33percent). This product was dissolved in tetrahydrofuran (3 ml) and methanol (5 ml), and 10percent sodium hydroxide solution (5 ml) was added. The resulting mixture was stirred at room temperature for 36 hours. The reaction mixture was acidified with 1N-hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and concentrated in vacuo to yield a pale purple solid. This product and triphenyl phosphite (282 mg, 0.91 mmol) was dissolved in pyridine (5 ml), and the mixture was stirred at 100°C for 2 hours. 2- (4-AMINOPHENYL)-1, 1, 1, 3,3, 3-hexafluoro-2-propanol (235 mg, 0.91 mmol) was added to the reaction solution, and the mixture was further stirred at 120°C for 4 hours. At the end of this time, the reaction mixture was concentrated in vacuo, and the residue was diluted with water and extracted with ethyl acetate. The organic layer was washed with 1N-hydrochloric acid and saturated aqueous sodium chloride solution successively, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue obtained was purified by silica gel column chromatography to yield a pale yellow solid. This product was further purified by preparative thin layer chromatography to yield the title compound as a colorless powder (57 mg, yield: 13percent). mp 257-258°C. IR (KBR) : VMAX 3248, 3088, 1660, 1551, 1268,1213, 1187,937, 708 CRN 1. H-NMR (400MHZ, DMSO-d6) : 8 8.89, (1H, s), 7.68 (2H, d, J = 8.6 Hz), 7.61 (1H, d, J = 5.5 Hz), 7.39 (1H, d, J = 5.5 Hz), 7.33 (2H, d, J = 8.6 Hz), 7.19-7. 08 (3H, m), 6.75 (2H, d, J = 6.3 Hz), 3.82 (2H, s). FABMS (m/z): 485 ([M+H] +).

The synthetic route of 722-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANKYO COMPANY, LIMITED; X-CEPTOR THERAPEUTICS, INC.; WO2003/106435; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 722-92-9, 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-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, Application In Synthesis of 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, blongs to alcohols-buliding-blocks compound. Application In Synthesis of 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol

N, N-carbonyldiimidazole (5.36 g, 33 mmol) was added to a solution of N- (trifluoroacetyl) anthranilic acid (7.69 g, 33 mmol) prepared as described in Example 94 (1) above in tetrahydrofuran (80 ml) at room temperature with stirring under a nitrogen atmosphere, and-the resulting mixture was stirred for 1 hour. At the end-of this time, a solution of 2- (4-aminophenyl)-1, 1, 1, 3,3, 3-HEXAFLUORO-2-PROPANOL (5.70 g, 22 mmol) in tetrahydrofuran (60 ML) was added to the reaction mixture, and the resulting mixture was stirred at 70°C for 6 hours under the nitrogen atmosphere. The reaction mixture was then concentrated, poured into water and extracted twice with ethyl acetate (200 ML). The combined organic layers were washed successively with water (100 ml), 1N hydrochloric acid (100 ml), water (100 ml) and a saturated aqueous sodium chloride solution (100 ml) and dried over anhydrous sodium sulfate. The solvent was thus removed and the residue thus obtained was purified by silica gel column chromatography using a 5: 1 by volume mixture of hexane and ethyl acetate AS ELUANT to yield the title compound as a colorless solid (1.48 g, yield: 15percent). This product was recrystallized from a mixed solvent of hexane and ethyl acetate to yield colorless prisms. mp 183°C. IR (KBR) : SMAVc 3173,1670, 1373,1227, 1173,966 CM- . LH-NMR (400MHz, CDC13) : 8 8.34 (1H, d, J = 8.2 Hz), 7.91 (4H, M), 7.68 (1H, M), 7.42 (2H, d, J = 8.2 Hz), 3.86 (1H, s). FABMS (m/z): 457 ( [M+H] +). FABHRMS (m/z): calcd. for CLAHSFGN2ONA ([M+NA] +) : 479.0418 ; found: 479.0431. Anal. calcd. for C18H9F9N202 : C, 47.38 ; H, 1.99 ; N, 6.14 ; found : C, 46.98 ; H, 2.24 ; N, 6.54.

The synthetic route of 722-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANKYO COMPANY, LIMITED; X-CEPTOR THERAPEUTICS, INC.; WO2003/106435; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 722-92-9, 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.722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, molecular formula is C9H7F6NO, molecular weight is 259.15, as common compound, the synthetic route is as follows.

Intermediate 22: (R)-tert-Butyl 1-((4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl)carbamoyl)-5-(methylsulfonyl)isoindoline-2-carboxylate (0745) (0746) A 2 L reactor, equipped with a thermometer, was charged with (R)-2-(tert-butoxycarbonyl)-5-(methylsulfonyl)isoindoline-1-carboxylic acid (110 g, 307.08 mmol) under nitrogen. EtOAc (1000 mL) was added and the resulting mixture was stirred for 1 min. The vessel was then charged with 2-(4-aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (84 g, 307.08 mmol), the resulting mixture was cooled to +10¡ã C. and then pyridine (27.3 mL, 337.79 mmol) was added. The reaction was cooled to +5¡ã C., and T3P (50percent in EtOAc, 274 mL, 460.62 mmol) was added at 5¡ã C. over 15 min. The temperature rose to 13.3¡ã C. over the addition, and the resulting solution was allowed to reach room temperature over 20 minutes and left stirring overnight at room temperature. The mixture was cooled to +5¡ã C., and an aqueous solution of citric acid (1N) was added, followed by 500 mL of EtOAc. Stirring was continued for 15 min, then stirring was stopped and the layers separated. The organic layer was washed with aqueous citric acid (1000 mL), and then twice with saturated aqueous NaHCO3 (1000 mL), followed by brine (1000 mL). The organic layer was separated and concentrated under reduced pressure (bath temperature 32¡ã C.). The crude material was dissolved in 550 mL of EtOH at rt, and water (440 mL) was slowly added dropwise over 15 min. Seed crystals (20 mg), were added, and the mixture was left overnight at 20¡ã C. The precipitate was isolated by filtration, washed with a 4:1 mixture of H2O/EtOH (220 mL), and dried under high vacuum. The title compound (132 g, quantitative) was used in the next step without further purification. (0747) LC/MS: m/z=581 [M?H]?, 583 [M+H]+. 1H NMR (400 MHz, DMSO-d6, mixture of rotamers, 1.9*:1) delta 1.34*, 1.46 (s, 9H), 3.20, 3.21*(s, 3H), 4.69-4.88 (m, 2H), 5.60*, 5.62 (s, 1H), 7.6-7.76 (m, 5H), 7.86-7.92 (m, 1H), 7.98, 8.01*(s, 1H), 8.68*, 8.69 (s, 1H), 10.76 (s, 1H). (0748) The seed crystals were obtained from (R)-tert-butyl 1-((4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl)carbamoyl)-5-(methylsulfonyl)isoindoline-2-carboxylate (0.5 g, 0.86 mmol, prepared as described above for the large scale preparation of intermediate 22). This material was dissolved in ethanol (2.5 ml). Water (2 ml) was added until the point the mixture just became turbid. Spontaneous crystalization occurred after about 30 seconds, and (R)-tert-butyl 1-((4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl)carbamoyl)-5-(methylsulfonyl)isoindoline-2-carboxylate was obtained after filtration and drying as a colorless solid (0.38 g, 76percent).

The chemical industry reduces the impact on the environment during synthesis 722-92-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; AstraZeneca AB; NARJES, Frank; OLSSON, Roine Ingemar; VON BERG, Stefan; LEVER, Sarah; (112 pag.)US2017/166527; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts