Some tips on 1-Phenyl-1,2,3,4-tetrahydroisoquinoline

With the complex challenges of chemical substances, we look forward to future research findings about 22990-19-8,belong tetrahydroisoquinoline compound

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

1-phenyl-1 ,2,3,4-tetrahydroisoquinoline (100 g) was taken 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 40 0C, and D-(-)-tartaric acid (71 .6 g) was added. The reaction mass was further heated to about 64 0C and maintained for about 2 hours. The reaction mass was then allowed to cool to about 28 0C and ethyl acetate (200 ml) was added. The reaction mass was maintained at about 28 0C for about 20 minutes, and then filtered. The filtered solid was washed with methanol (100 ml) and the wet solid was dried at about 55 0C for about 1 hour, 20 minutes.The dry material was taken into another round bottom flask and methanol (270 ml) was added. The reaction mass was heated to about 64 0C and maintained for about 1 hour. The reaction mass was then allowed to cool to about 28 0C and ethyl acetate (136 ml) was added. The reaction mass was maintained at about 28 0C for about 1 hour and the solid was filtered and washed with methanol (68 ml). The wet solid was dried at about 50 0C for about 1 hour. The dry solid was taken into another fresh round bottom flask and water (938 ml) was added. The mixture was stirred for about 10 minutes and the pH of the mixture was adjusted to about 8.9 using 10% aqueous sodium hydroxide solution. The mixture was stirred at about 28 0C 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.

With the complex challenges of chemical substances, we look forward to future research findings about 22990-19-8,belong tetrahydroisoquinoline compound

Reference£º
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; WO2008/11462; (2008); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

The important role of 22990-19-8

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

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

compound VIII 10.5g added to 105.0 ml anhydrous ethanol, adding (S) – (+)-tartaric acid 75.1g heating to reflux reaction 0.5h, then lowering the temperature to the system for 10-20 C crystallization, filtering to obtain solid; the solid using 20 ml of pure water refining, I of the obtained compound (S) – (+)-tartrate. 7. 5g, yield 42.0%.

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

Reference£º
Patent; SHANDONG JINCHENG MEDICAL AND CHEMICAL CO., LTD; Sun, bin; Zhao, chengbiao; Ma, qingshuang; Wang, xiaoguang; (7 pag.)CN105541712; (2016); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Share a compound : 1-Phenyl-1,2,3,4-tetrahydroisoquinoline

22990-19-8 is used more and more widely, we look forward to future research findings about 1-Phenyl-1,2,3,4-tetrahydroisoquinoline

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.

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)., 22990-19-8

22990-19-8 is used more and more widely, we look forward to future research findings about 1-Phenyl-1,2,3,4-tetrahydroisoquinoline

Reference£º
Patent; Dipharma Francis S.r.l.; US2009/203915; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Brief introduction of 22990-19-8

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

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

(10 mmol) of 3,4-dimethoxyphenethylamine (1.1 mmol) and DIPEA (2.2 mmol) was slowly added to a THF solution (10 ml) of triphosgene (0.44 mmol) And stirred for 30-45 minutes. Then, a solution of 1-phenyl-1,2,3,4-tetrahydroisoquinoline (1.1 mmol) in THF (10 ml) was added and stirred overnight. The salt was filtered, and the filtrate was evaporated and column chromatography (EA: Hexane) was carried out to obtain the title compound.

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

Reference£º
Patent; CHUNGNAM NATIONAL UNIVERSITY INDUSTRY & ACADEMIC COOPERATION (IAC); JUNG, SANG HUN; WOO, SUN HEE; KIM, SANG KYUM; JEON, EUN SEOK; LEE, YOU JUNG; MANICKAM, MANOJ; JALANI HITESHKUMAR, HITESHKUMAR; SHARMA, NITI; (234 pag.)KR2015/111825; (2015); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Share a compound : 22990-19-8

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

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: To a solution of bromoacetyl chloride (1.40g, 8.17mmol) in10mL of dry THF cooled at 0C, under argon atmosphere, was added dropwise, under vigorous stirring, a solution of the appropriate amine (5.45mmol) and triethylamine (0.276g, 2.72mmol) in dry THF (10mL). After 30min at 0 and 30min at room temperature the reaction mixture was quenched by the addition of 50ml of H2O and extracted with dichloromethane (3¡Á50ml). The combined organic extracts were washed with saturated NaHCO3 and brine, and then dried over anhydrous Na2SO4. Evaporation under reduced pressure gave the crude 3-bromopropanamide derivatives (1-3) which were purified by flash chromatography on silica gel, using CH2Cl2 and cyclohexane as eluent.

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
Article; Ronsisvalle, Simone; Arico, Giuseppina; Panarello, Federica; Spadaro, Angelo; Pasquinucci, Lorella; Pappalardo, Maria S.; Parenti, Carmela; Ronsisvalle, Nicole; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5280 – 5290;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Share a compound : 22990-19-8

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

A solution of 3,4-dimethoxyphenethylamine (1.1 mmol) and DIPEA (2.2 mmol) in THF (10 ml) was slowly added to a THF solution (10 ml) of triphosgene (0.44 mmol) And stirred for 30-45 minutes. Then, a solution of 1-phenyl-1,2,3,4-tetrahydroisoquinoline (1.1 mmol) in THF (10 ml) was added and stirred overnight. The salt was filtered, and the filtrate was evaporated and column chromatography (EA: Hexane) was carried out to obtain the title compound.

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

Reference£º
Patent; The Industry & Academic Cooperation in Chungnam National University (IAC); Jung, Sang-Hun; Woo, Sun-Hee; Kim, Sang- Kyum; Jeon, Eun-Seok; Lee, Yu-Jung; Meunikam, Manoj; Jalani, Hiteshkumar; Sharma, Niti; (205 pag.)KR2016/108281; (2016); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

The important role of 22990-19-8

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

Name is 1-Phenyl-1,2,3,4-tetrahydroisoquinoline, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 22990-19-8, its synthesis 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 %).

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

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

Some tips on 22990-19-8

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.

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.

To a 250 mL three neck flask water (70 mL) and (R/S)-l -phenyl- 1,2,3,4- tetrahydroisoquinoline (20 g) were charged. Reaction mixture was heated to 65-70 C. D-(-)-tartaric acid dissolved in water (20 mL) was added to the reaction mixture at 65- 70 C and stirred for 30 minutes. The reaction mixture was further heated to 90-95 C and stirred for 1 h. The reaction mixture was cooled to 55 C. To the clear solution 0.250 g seeding of (S)-l-phenyl-l,2,3,4-tetrahydroisoquinoline was added. Reaction mixture was further cooled to 32-35 C and stirred for 30 minutes. Solid product was filtered and washed with cold water. It was dried in a fan dryer at 70-80 C till constant weight obtained. The (S)-l -phenyl- 1,2,3,4-tetrahydroisoquinoline was obtained. (Yield- 40.0 %, % Chemical purity-98.0 %, % Chiral purity of S-isomer-97.2 %).

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

Downstream synthetic route of 22990-19-8

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

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 13 STR19 2-(Dichloroacetyl)-1-phenyl-1,2,3,4-tetrahydroisoquinoline By procedures described in Example 1 (Method A), phenethylamine and benzoyl chloride were converted to 1-phenyl-1,2,3,4-tetrahydroisoquinoline. A reaction vessel was charged with 3.5 g of this isoquinoline compound, 10 ml 10% sodium hydroxide and 50 ml methylene chloride. With this mixture stirred, 1.2 ml dichloroacetyl chloride was added dropwise to the mixture. The mixture was stirred for 10 minutes, then water was added. The organic extract was dried with magnesium sulfate and stripped of solvent. The residue was recrystallized from ethanol to provide 4 g of a white cubic-crystal product having the elemental analysis reported in Table I.

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

Reference£º
Patent; Monsanto Company; US4755218; (1988); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Some tips on 22990-19-8

With the complex challenges of chemical substances, we look forward to future research findings about 22990-19-8,belong tetrahydroisoquinoline compound

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

(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.

With the complex challenges of chemical substances, we look forward to future research findings about 22990-19-8,belong tetrahydroisoquinoline compound

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