Category: 22990-19-8

1-Phenyl-1,2,3,4-tetrahydroisoquinoline, cas is 22990-19-8, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

General procedure: The asymmetric transfer hydrogenation reactions were performed according to a previously reported procedure. A round bottom flask was equipped with a magnetic stirrer bar and was pre-heated on a water bath (30 C). Stock solutions of the substrates and catalyst were prepared. The amounts of reaction components were calculated in order to fulfill the following ratios: S/Cratio = 100, HCOOH/triethylamine ratio = 2.5, concentration = 7.0%(defined as: (mass of substrate + mass of catalyst + mass of formic acid + mass of triethylamine)/mass of solvent), hydrogenation mixture/substrate ratio = 8.83, total volume of reaction mixture = 2 mL (all ratios are molar). The components were transferred into the flask in the following order: acetonitrile, formic acid, triethylamine, solution of the catalyst. After five minutes, the calculated amount of the substrate solution containing 0.15 mmol of substrate was added into the reaction mixture. The samples were taken in defined time intervals. The samples were treated with a saturated solution of sodium carbonate (1 mL) and extracted three times with diethyl ether (3 1 mL). The extract was dried over sodium sulfate, filtered,and stripped in a stream of argon. The residue was dissolved in 600 muL of acetonitrile and analyzed via GC. After the addition of 20 muL triethylamine and 10 muL of ()-(R)-menthyl chloroformate,the enantioselectivity could be determined.

22990-19-8, As the rapid development of chemical substances, we look forward to future research findings about 22990-19-8

Reference£º
Article; ot, Petr; Vilhanov, Beta; Pechek, Jan; Vclavk, Ji; Zpal, Jakub; Kuzma, Marek; Kaer, Petr; Tetrahedron Asymmetry; vol. 25; 18-19; (2014); p. 1346 – 1351;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

1-Phenyl-1,2,3,4-tetrahydroisoquinoline, cas is 22990-19-8, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

To a reaction flask charged with Pd / C (40 mol% of the substrate in Formula 1), potassium phosphate trihydrate (20 mol% of the substrate in Formula 1) was added 4 ml of acetonitrile in an oxygen atmosphere or in air and stirred at room temperature After a few minutes, 1-phenyl-1,2,3,4-tetrahydroisoquinoline (0. 3 mmol) was added and the reaction was stirred at 60 C for 12-22 hours. Pd / C was filtered and concentrated , And direct column chromatography (eluent: petroleum ether and ethyl acetate = 5: 1 by volume) to give the desired product, 3,4-dihydroisoquinoline, 22990-19-8

With the rapid development of chemical substances, we look forward to future research findings about 1-Phenyl-1,2,3,4-tetrahydroisoquinoline

Reference£º
Patent; Dalian Institute of Chemical Physics, Chinese Academy of Sciences; Zhou, Yonggui; Shi, Lei; Ji, Yue; Chen, Mu Wang; (10 pag.)CN105566218; (2016); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO14,mainly used in chemical industry, its synthesis route is as follows.,22990-19-8

A round bottom flask was loaded with IQL (50 g), IPA (350 ml), and water (150 ml). The mixture was heated to 60 C. for dissolution. Then D-tartaric acid (36 g) was added, and the solution was cooled to 25 C. The product was isolated after 2.5 hours by vacuum filtration, washed with IPA (2¡Á50 ml), dried in a vacuum oven at 50 C. over the weekend to obtain (S)-IQL tartrate (33.5 g, 80% yield, 100% enantiomeric purity). ; A round bottom flask was loaded ask was loaded with IQL (10 g), IPA, and water. The mixture was heated to 60 C. for dissolution. Then D-tartaric acid was added, and the solution was cooled and stirred. Where applicable, seeding was performed during the cooling step. The product was isolated by vacuum filtration, washed with a mixture of water and IPA, and dried in vacuum oven at 50 C. over the TABLE 1 Tartaric Stirring acid Acid time (molar IPAH2O addition after Cooling equiv. (ml/g (ml/g temp. cooling temp. Enantiomeric Yield to IQL) of IQL) of IQL) ( C.) Seeding (hrs) ( C.) Purity (%) 1 7 3 60 – 2.5 RT 98.4 83.5 1 6 3 60 – 2.5 RT 98.6 81.4 1 7 2 60 – 2.5 RT 98.8 87.1 1 7 4 60 – 2.5 RT 97.7 75.5 1 5.6 2.4 60 – 2.5 RT 98.2 85.0 1 8.4 3.6 60 – 2.5 RT 99.8 77.1 1 7 3 40 – 2.5 RT 98.1 80.0 1 7 3 25 – 2.5 RT 97.6 79.0 1 7 3 60 + 2.5 RT 98.7 77.9 1 7 3 60 – 5 RT 98.7 79.2 1 7 3 60 – 15 RT 89.9 85.4 1 7 3 60 – 2.5 15 C. 99.6 91.8 1 7 3 60 – 2.5 5 C. 99.5 92.0 weekend to obtain (S)-IQL tartrate. The experiments and results are summarized in Table 1.

With the synthetic route has been constantly updated, we look forward to future research findings about 1-Phenyl-1,2,3,4-tetrahydroisoquinoline,belong tetrahydroisoquinoline compound

Reference£º
Patent; Perlman, Nurit; Nidam, Tamar; US2008/91023; (2008); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

22990-19-8, 1-Phenyl-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,22990-19-8

Example 1: Preparation of phenyl 1-phenyl-3,4-dihydro-1H-isoquinoline-2-carboxylate (II); A solution of racemic 1-phenyl-1,2,3,4-tetrahydro-isoquinoline (100 mg, 0.48 mmols) in tetrahydrofuran (500 mul) is added with diphenyl carbonate (102.36 mg, 0.48 mmols) and dimethylaminopyridine in catalytic amount and refluxed. After completion of the reaction, the solvent is evaporated off under reduced pressure and the product is isolated by flash chromatography. The title product is obtained as a yellow oil in 75% yield. 1-H-NMR (400 MHz, CDCl3) delta 2.85-2.94 (1H, m), 3.10-3.21 (1H, m), 3.35-3.56 (1H, br s), 4.22-4.31 (1H, m), 6.54-6.59 (1H, s), 7.09-7.44 (15H, m).

The synthetic route of 22990-19-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Dipharma Francis S.r.l.; EP2088148; (2009); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

22990-19-8, 1-Phenyl-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,22990-19-8

Resolution of (R:S)-1 -phenyl- 1,2,3,4-tetrahydroisoquinoline (100 g) was carried out using (D)-(-)-tartaric acid in water as per the literature method known in the art (Ref 1.- J. Chem. Soc. Perkin. Trans I, (4), 869-73 (1988), Ref. 2.- Monatshefte Fur. Chemie, vol. 53-54:956-962(1929)) and diastereomeric (D)-(-)-tartaric acid salt of (1S)- 1 -phenyl- 1,2,3,4-tetrahydroisoquinoline was filtered out as a solid. The filtrate containing enantiomerically enriched (D)-(-)-tartaric acid salt of (lR)-l-phenyl-l,2,3,4- tetrahydroisoquinoline was collected and a clear aqueous solution 40 % aq. sodium hydroxide (NaOH, 85 mL) was added at room temperature when solid was precipitated. The precipitated solid was filtered and washed with water and dried. The weight of enantiomerically enriched (lR)-l-phenyl-l,2,3,4-tetrahydroisoquinoline was 61.0 g. (% Purity by HPLC-97.0 %; % Chiral purity of R-isomer -79.0 %).

The synthetic route of 22990-19-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CADILA HEALTHCARE LIMITED; KOTHARI, Himanshu M.; DAVE, Mayank Ghanshyambhai; PANDEY, Bipin; WO2011/48607; (2011); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

22990-19-8, 1-Phenyl-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,22990-19-8

Preparation of potassium 1-phenyl-1,2,3,4-tetrahydroisoquinoline (II)0.3 g (1.43 mmol) 1-phenyl-1,2,3,4-tetrahydroisoquinoline is mixed with 6 mL demineralised water and 0.08 g (1.43 mmol) of KOH (solid). The suspension is agitated at room or higher temperature (e.g. 50 C), mixed there for some time and cooled to temperatures above 0 0C. The product is filtered, washed with water and dried. 0.24 g of potassium salt is formed.

As the paragraph descriping shows that 22990-19-8 is playing an increasingly important role.

Reference£º
Patent; KRKA, D.D., NOVO MESTO; RU?I?, Milo?; PRUDI?, Darja; PE?AVAR, Anica; ZANOTTI-GEROSA, Antonio; STROPNIK, Tadej; WO2010/12459; (2010); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

22990-19-8, 1-Phenyl-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(1 R)-1 -phenyl-1 ,2,3,4-tetrahydroisoquinoline (25 g) recovered from the filtrate of the resolution step, potassium hydroxide (15.5 g), water (12.5 mL), and dimethyl sulfoxide (50 mL) were placed into a clean and dry round bottom flask and stirred for 5 minutes. The reaction mixture was heated to reflux and maintained for 11 hours, 45 minutes. The reaction mass was cooled to 28C and chilled water (375 ml) was added to the reaction mixture and stirred for 35 minutes. The separated solid was then filtered, washed with water (25 mL) and dried at about 55C to afford 13 g of the title compound.

22990-19-8, 22990-19-8 1-Phenyl-1,2,3,4-tetrahydroisoquinoline 100137, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; WO2008/128028; (2008); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

22990-19-8, 1-Phenyl-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The yield was separated by column separation (eluent: petroleum ether and ethyl acetate in a volume ratio of 5: 1)The ratio of partial dehydrogenation products and complete dehydrogenation products is determined by the NMR profile, see Table 2.

22990-19-8, 22990-19-8 1-Phenyl-1,2,3,4-tetrahydroisoquinoline 100137, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Dalian Institute of Chemical Physics; Zhou Yonggui; Shi Lei; Feng Guangshou; Ji Yue; (10 pag.)CN106699657; (2017); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22990-19-8,1-Phenyl-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,22990-19-8

Resolution of (R:S)-1 -phenyl- 1,2,3,4-tetrahydroisoquinoline (100 g) was carried out using (D)-(-)-tartaric acid in water as per the literature method known in the art (Ref 1.- J. Chem. Soc. Perkin. Trans I, (4), 869-73 (1988), Ref. 2.- Monatshefte Fur. Chemie, vol. 53-54:956-962(1929)) and diastereomeric (D)-(-)-tartaric acid salt of (1S)- 1 -phenyl- 1,2,3,4-tetrahydroisoquinoline was filtered out as a solid. The filtrate containing enantiomerically enriched (D)-(-)-tartaric acid salt of (lR)-l-phenyl-l,2,3,4- tetrahydroisoquinoline was collected and a clear aqueous solution 40 % aq. sodium hydroxide (NaOH, 85 mL) was added at room temperature when solid was precipitated. The precipitated solid was filtered and washed with water and dried. The weight of enantiomerically enriched (lR)-l-phenyl-l,2,3,4-tetrahydroisoquinoline was 61.0 g. (% Purity by HPLC-97.0 %; % Chiral purity of R-isomer -79.0 %).

As the paragraph descriping shows that 22990-19-8 is playing an increasingly important role.

Reference£º
Patent; CADILA HEALTHCARE LIMITED; KOTHARI, Himanshu M.; DAVE, Mayank Ghanshyambhai; PANDEY, Bipin; WO2011/48607; (2011); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22990-19-8,1-Phenyl-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,22990-19-8

1 -phenyl-1 ,2,3,4-tetrahydroisoquinoline (100 g) was placed into a round bottom flask and methanol (400 mL) was added and stirred for about 5 minutes. The reaction mass was then heated to about 400C, and D-(-)-tartaric acid (71.6 g) was added. The reaction mass was further heated to about 64C and maintained for about 2 hours. The reaction mass was then allowed to cool to about 28C and ethyl acetate (200 mL) was added. The reaction mass was maintained at about 28C for about 20 minutes, and then filtered. The filtered solid was washed with methanol (100 mL) and the wet solid was dried at about 55C for about 1 hour, 20 minutes.The dry material was placed into a round bottom flask and methanol (270 mL) was added. The reaction mass was heated to about 64C and maintained for about 1 hour. The reaction mass was then allowed to cool to about 28C and ethyl acetate (136 mL) was added. The reaction mass was maintained at about 28C for about 1 hour and the solid was filtered and washed with methanol (68 ml_). The wet solid was dried at about 500C for about 1 hour. The dry solid was placed into a round bottom flask and water (938 ml_) was added. The mixture was stirred for about 10 minutes and the pH of the mixture is adjusted to about 8-9 using 10% aqueous sodium hydroxide solution. The mixture was stirred at about 28C for about 1 hour and then filtered. The filtered solid was washed with water (125 ml_) and dried at about 53C for about 9 hours to get 35.9 g of the title compound. Purity by HPLC: 99.24% by weight. Chiral purity by HPLC: 99.64% by weight.

The synthetic route of 22990-19-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; WO2008/128028; (2008); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem