Category: 41175-50-2

Synthetic Route of 41175-50-2, 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. 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, molecular formula is C12H15NO, 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 a 150 mL round bottom flask was added 40 mL of toluene, followed by the addition of 18.9 g (0.1 mol) of compound 3, phthalic anhydride14.8 g (0.1 mol), stirred and stirred. The mixture was refluxed for 5 hours to gradually form a solid. The solid was removed by suction filtration and recrystallized from methanol to give Dark red solid.

According to the analysis of related databases, 41175-50-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Xuchang University; Hou Xufeng; Xu Zhihong; Li Bolun; Zhan Qiangqiang; Cheng Zijie; (23 pag.)CN107090191; (2017); A;,
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Application of 41175-50-2, 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. 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol. A new synthetic method of this compound is introduced below.

Hydroxyjulolidine (3.7 g, 19.3 mmol) and diphenyl malonate (4.1 g, 15.9 mmol) were added into anhydrous toluene (10 mL). The mixture was heated to reflux for 4 h, and compound 2 was obtained by filtration as a straw yellow solid (3.6 g, 88%): mp 268-270C; NMR (400 MHz, DMSO): delta (ppm) 1 1.73 (s, 1H), 7.15 (s, 1H), 5.21 (s, 1H), 3.24-3.20 (m, 4H), 2.70 (s, 4H), 1.91-1.83 (m, 4H); 13C NMR (100 MHz, DMSO): delta (ppm) 166.5, 162.8, 151.0, 146.0, 119.8, 117.3, 105.3, 103.1, 85.8, 49.2, 48.7, 26.9, 21.0, 20.1, 20.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,41175-50-2, its application will become more common.

Reference:
Patent; MICHIGAN TECHNOLOGICAL UNIVERSITY; BI, Lanrong; WO2014/63033; (2014); A2;,
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Synthetic Route of 41175-50-2 ,Some common heterocyclic compound, 41175-50-2, molecular formula is C12H15NO, 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.

Compound 26 (0.13 g, 0.69 mmol) was dissolved in 1 mL MeOH. The solution was chilled in an ice bath, then was treated with HC1 (2 M, 10 mL). After 15 mins, />-nitrobenzenediazonium tetrafluoroborate (0.18 g, 0.76 mmol) was added to the solution in 5 portions over 15 mins, then stirred at 0 C for additional 1 h. During which time, the color of the reaction mixture changed from orange to dark red. After which, the solution was carefully basified with solid K2CO3 until pH value of the solution rose above 8. The deep red precipitate was collected via vacuum filtration and washed with small portions of DI water. The product was left in the funnel and air dried overnight to afford compound 36 (186 mg, 80%) as a dark red solid, which was used for the next step without further purification.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; OREGON HEALTH & SCIENCE UNIVERSITY; GIBBS, Summer L.; WANG, Lei G.; BARTH, Connor W.; (159 pag.)WO2020/23911; (2020); A2;,
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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 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 41175-50-2

Compound 26 (50 mg, 0.26 mmol) was dissolved in a solution of z-Pr0H/H20 (9/1, 1 mL) at 80 C for 30 min. A suspended solution of 35 (58 mg, 0.28 mmol) and HCIO4 (70%, 30 pL) in 90% z-PrOH (2 mL) was added in 4 portions over 1 h. The resulting solution was stirred overnight. After which, the dark blue solution was evaporated under reduced pressure, and the residue was purified on a Biotage Isolera Flash System using SNAP Ultra cartridge with a mobile phase of CHCh and MeOH containing 0.5% formic acid (gradient, 2-15% of MeOH in CHCh). The fractions containing product were pooled and evaporated, affording LGW-02-86 (36 mg, 34%) as a dark blue solid.

With the rapid development of chemical substances, we look forward to future research findings about 41175-50-2.

Reference:
Patent; OREGON HEALTH & SCIENCE UNIVERSITY; GIBBS, Summer L.; WANG, Lei G.; BARTH, Connor W.; (159 pag.)WO2020/23911; (2020); A2;,
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Electric Literature of 41175-50-2 ,Some common heterocyclic compound, 41175-50-2, molecular formula is C12H15NO, 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.

/V-ethyl-/V-(2,3,6,7-tetrahydro-1 H,5H,12H-quinolizino[1,9-bc]phenoxazin-12- ylidene)ethanaminium (LGW-02-86). Compound 26 (50 mg, 0.26 mmol) was dissolved in a solution of /-PrOH/H20 (9/1 , 1 mL) at 80 C for 30 min. A suspended solution of 35 (58 mg, 0.28 mmol) and HCICU (70%, 30 mI_) in 90% /-PrOH (2 ml_) was added in 4 portions over 1 h. The resulting solution was stirred overnight. After which, the dark blue solution was evaporated under reduced pressure, and the residue was purified on a Biotage Isolera Flash System using SNAP Ultra cartridge with a mobile phase of CHCI3 and MeOH containing 0.5% formic acid (gradient, 2-15% of MeOH in CHCI3). The fractions containing product were pooled and evaporated, affording LGW-02-86 (36 mg, 34%) as a dark blue solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,41175-50-2, its application will become more common.

Reference:
Patent; OREGON HEALTH & SCIENCE UNIVERSITY; OREGON STATE UNIVERSITY; GIBBS, Summer L.; BARTH, Connor W.; ALANI, Wathah G.; SHAH, Vidhiben; WANG, Lei; (167 pag.)WO2020/33435; (2020); A1;,
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Synthetic Route of 41175-50-2 , The common heterocyclic compound, 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, molecular formula is C12H15NO, 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.

In a screw-cap bottle, 8-hydroxyjulolidine 10 (0.60 g, 3.17 mmol) and trimellitic anhydride 11 (1.83 g, 9.51 mmol) were suspended in acetic acid (15 mL) and flushed with argon. Cone. H2 S O4 (1 drop) was added, and the reaction mixture was gradually heated in an oil bath (up to 100 C) and stirred for 2.5 h. The precipitate dissolved at about 80-90 C, and a red solution formed. After about 0.5 h, a “new” precipitate was formed. After cooling to room temperature, the purple suspension was transferred into centrifuge test-tubes, sonicated for several seconds in an ultrasonic bath, centrifuged, and the purple supernatant solution was discarded. The precipitate was washed with acetic acid (5 mL) ; the same sonication centrifugation cycles were repeated 5 – 6 times, until the supernatant solution became colorless. The solid residue was dried in vacuo to obtain 0.48 g (40%) of benzophenone 12a with traces of 12b (>95:<5). Beige solid; TLC: ACN/H20/DCM, 9:1:1. HPLC (Eurospher-100 C18 5 pm 250x4 mm, 1.2 mL/min; solvent A: water + 0.1% v/v trifluoroacetic acid (TFA) ; solvent B: MeCN + 0.1% v/v TFA). A/B: 30/70 - 100/0, 25 min, tR = 9.7 min (12a), 10.7 min (12b). NMR (400 MHz, DMSO-d6) delta 12.82 (s, 1H) , 8.09 (0228) (dd, J = 8.1, 1.7 Hz, 1H) , 8.02 (d, J = 8.1 Hz, 1H) , 7.76 (d, J = 1.7 Hz, 1H) , 6.39 (s, 1H) , 3.24 (td, J = 7.4, 4.8 Hz, 4H) , 2.58 (t, J = 6.4 Hz, 2H) , 2.40 (t, J = 6.2 Hz, 2H) , 1.91-1.78 (0229) (m, 2H) , 1.80-1.69 (m, 2H) . C2iHi9N06 (381.12124). MS (ESI): ml z (0230) (negative mode, %) = 380 (100) [M-H]-. The synthetic route of 41175-50-2 has been constantly updated, and we look forward to future research findings. Reference:
Patent; MAX-PLANCK-GESELLSCHAFT ZUR FOeRDERUNG DER WISSENSCHAFTEN E. V.; BUTKEVICH, Alexey; BELOV, Vladimir N.; HELL, Stefan W.; KAMIN, Dirk; SIDENSTEIN, Sven; SHOJAEI, Heydar; KOLMAKOV, Kirill; SOKOLOV, Viktor V.; (116 pag.)WO2018/46753; (2018); A1;,
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Synthetic Route of 41175-50-2 , The common heterocyclic compound, 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, molecular formula is C12H15NO, 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.

In a screw-cap bottle, 8-hydroxyjulolidine 10 (0.60 g, 3.17 mmol) and trimellitic anhydride 11 (1.83 g, 9.51 mmol) were suspended in acetic acid (15 mL) and flushed with argon. Cone. H2 S O4 (1 drop) was added, and the reaction mixture was gradually heated in an oil bath (up to 100 C) and stirred for 2.5 h. The precipitate dissolved at about 80-90 C, and a red solution formed. After about 0.5 h, a “new” precipitate was formed. After cooling to room temperature, the purple suspension was transferred into centrifuge test-tubes, sonicated for several seconds in an ultrasonic bath, centrifuged, and the purple supernatant solution was discarded. The precipitate was washed with acetic acid (5 mL) ; the same sonication centrifugation cycles were repeated 5 – 6 times, until the supernatant solution became colorless. The solid residue was dried in vacuo to obtain 0.48 g (40%) of benzophenone 12a with traces of 12b (>95:<5). Beige solid; TLC: ACN/H20/DCM, 9:1:1. HPLC (Eurospher-100 C18 5 pm 250x4 mm, 1.2 mL/min; solvent A: water + 0.1% v/v trifluoroacetic acid (TFA) ; solvent B: MeCN + 0.1% v/v TFA). A/B: 30/70 - 100/0, 25 min, tR = 9.7 min (12a), 10.7 min (12b). NMR (400 MHz, DMSO-d6) delta 12.82 (s, 1H) , 8.09 (0228) (dd, J = 8.1, 1.7 Hz, 1H) , 8.02 (d, J = 8.1 Hz, 1H) , 7.76 (d, J = 1.7 Hz, 1H) , 6.39 (s, 1H) , 3.24 (td, J = 7.4, 4.8 Hz, 4H) , 2.58 (t, J = 6.4 Hz, 2H) , 2.40 (t, J = 6.2 Hz, 2H) , 1.91-1.78 (0229) (m, 2H) , 1.80-1.69 (m, 2H) . C2iHi9N06 (381.12124). MS (ESI): ml z (0230) (negative mode, %) = 380 (100) [M-H]-. The synthetic route of 41175-50-2 has been constantly updated, and we look forward to future research findings. Reference:
Patent; MAX-PLANCK-GESELLSCHAFT ZUR FOeRDERUNG DER WISSENSCHAFTEN E. V.; BUTKEVICH, Alexey; BELOV, Vladimir N.; HELL, Stefan W.; KAMIN, Dirk; SIDENSTEIN, Sven; SHOJAEI, Heydar; KOLMAKOV, Kirill; SOKOLOV, Viktor V.; (116 pag.)WO2018/46753; (2018); A1;,
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Synthetic Route of 41175-50-2, 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 41175-50-2 as follows.

(Z)-/V-(11 -methyl-2, 3,6, 7-tetrahydro-1H,5H,12H-quinolizino[1,9-bc]phenoxazin-12- ylidene)ethanaminium (LGW-01-99). Compound 26 (50 mg, 0.26 mmol) was dissolved in a solution of /-PrOH/H20 (9/1 , 1 mL) at 80 C for 30 min. A suspended solution of 7 (50 mg, 0.27 mmol) and HCIO4 (70%, 30 m) in 90% /-PrOH (2 mL) was added in 4 portions over 1 h. The resulting solution was stirred overnight. After which, the dark blue solution was evaporated under reduced pressure, and the residue was purified on a Biotage Isolera Flash System using SNAP Ultra cartridge with a mobile phase of CHCI3 and MeOH containing 0.5% formic acid (gradient, 2-15% of MeOH in CHC ). The fractions containing product were pooled and evaporated, affording LGW-01-99 (33 mg, 33%) as a dark blue solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,41175-50-2, its application will become more common.

Reference:
Patent; OREGON HEALTH & SCIENCE UNIVERSITY; OREGON STATE UNIVERSITY; GIBBS, Summer L.; BARTH, Connor W.; ALANI, Wathah G.; SHAH, Vidhiben; WANG, Lei; (167 pag.)WO2020/33435; (2020); A1;,
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Adding a certain compound to certain chemical reactions, such as: 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

[00100] In a 50 mL round-bottom flask equipped with stir bar, 5-carboxyphthalaldehydic acid (116 mg, 0.60 mmol), 2,3,6,7-tetrahydro-lH,5H-pyrido[3,2,l-ij]quinolin-8-ol (238 mg, 1.25 mmol) and trifluoroethanol (25 mL). Oxygen was allowed to bubble through the solution for 5 minutes. The resulting dark brown solution was gently warmed up under oxygen atmosphere to 75C and stirred vigorously for 21 hours. The solvent was concentrated in vacuo, and dark blue residue was purified by silica gel chromatography (0? 60% MeOH/DCM) to provide 279 mg (87% yield) of 5-ROX as a dark blue solid. l NMR (300 MHz, CD2Cl2-TFIP-c delta 8.77 (d, J= 1.6 Hz, 1H), 8.28 (dd, J= 7.9, 1.8 Hz, 1H), 7.40 (d, J = 8.0 Hz, 1H), 6.66 (s, 2H), 3.55 – 3.42 (m, 8H), 3.11 (t, J= 6.3 Hz, 4H), 2.70 (t, J = 6.0 Hz, 4H), 2.19 – 2.09 (m, 4H), 2.03 – 1.94 (m, 4H); 1 C NMR (75 MHz, CD2Cl2-TFIP-c delta 174.0, 171.2, 155.9, 153.4, 152.6, 139.4, 135.90, 134.1, 133.4, 132.9, 132.1, 126.8, 125.5, 113.7, 106.6, 51.9, 51.4, 28.2, 21.4, 20.8, 20.5; HRMS (ESI+) calc’d for C33H3iN205+ [M+H]+ 535.2227 found 535.2228.

The synthetic route of 41175-50-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROMEGA CORPORATION; DWIGHT, Stephen, J.; LEVIN, Sergiy; (38 pag.)WO2017/59308; (2017); A1;,
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41175-50-2, 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. 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, the common compound, a new synthetic route is introduced below.

(b) Take 2mL of anhydrous N,N-dimethylformamide, under ice bath and nitrogen protection, add phosphorus oxychloride (4mL) dropwise, stir for 30min, and add dropwise to the solution of intermediate 9 (1g Intermediate 9 was dissolved in 2 mL of anhydrous N,N-dimethylformamide), and after stirring for 10 min, the temperature was raised to 60C and the reaction was performed for 12 h. After cooling to room temperature, the reaction solution was poured into ice water, 1M NaOH was added to adjust the pH to 5-6. After standing for a period of time, a precipitate precipitated out, the reaction solution was suction filtered, and the crude product was obtained after drying, using column chromatography After purification, the eluent was methanol/dichloromethane (1:60) to obtain 0.9 g of a light green solid, that is, intermediate 10.

Statistics shows that 41175-50-2 is playing an increasingly important role. we look forward to future research findings about 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol.

Reference:
Patent; Sun Yat-sen University; Tan Jiaheng; Huang Zhishu; Yu Zeyi; Luo Wenhua; Chen Shuobin; (18 pag.)CN111116573; (2020); A;,
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