Category: 16800-68-3

Related Products of 16800-68-3, 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. 16800-68-3, name is 1-Acetylindolin-3-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In an oven dried round-bottomed flask, a solution of the squaramide catalyst I (2 mol%) and 1-acetylindolin-3-one 1 (0.4 mmol) in CH2Cl2(1.0 mL) was stirred at r.t. After 5 min, the o-formyl-(E)-beta-nitrostyrene2 (0.48 mmol) was added and the stirring was continued until the complete consumption of the reactants was observed by TLC.Then the crude mixture was purified by flash chromatography on silicagel using a gradient of n-hexane-EtOAc (9:1 to 1:1) to afford the desired product 3.

The synthetic route of 1-Acetylindolin-3-one has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mahajan, Suruchi; Chauhan, Pankaj; Loh, Charles C. J.; Uzungelis, Server; Raabe, Gerhard; Enders, Dieter; Synthesis; vol. 47; 7; (2015); p. 1024 – 1031;,
Indoline – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 16800-68-3, name is 1-Acetylindolin-3-one, belongs to indolines-derivatives compound, 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 16800-68-3, COA of Formula: C10H9NO2

General procedure: To a solution of 1a (35 mg, 0.2 mmol) and 2a (52.4 mg,0.4 mmol) in DCE (3 mL) was added iodine (10 mg, 0.04 mmol). The reaction mixture was heated at 80 C for 24 h, then cooled to room temperature and quenched with saturated sodium thiosulfate. The mixture was extracted with CH2Cl2, the combined organic layer was dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by flash column chromatography on silica gel to afford title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Acetylindolin-3-one, and friends who are interested can also refer to it.

Reference:
Article; Guo, Jing; Weng, Jiang; Huang, Gong-Bin; Huang, Lin-Jie; Chan, Albert S.C.; Lu, Gui; Tetrahedron Letters; vol. 57; 49; (2016); p. 5493 – 5496;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 16800-68-3,Some common heterocyclic compound, 16800-68-3, name is 1-Acetylindolin-3-one, molecular formula is C10H9NO2, 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.

1-Acetyl-2-formyl-3-hydroxyindole (XIII) [1]. 198 ml (?1.24 mol) of DMF diethyl acetal is added into a suspension of 56 g (0,32 mol) indoxyl XI in 640 ml of benzene and stirred for 1 hour at 20C. The resulting solution is refluxed for 1 hour. Benzene is evaporated in vacuo, with bath temperature less than 60C. After evaporating benzene, the residue is dissolved in ? 4 liters of water and acidified (pH 2-3) by 60 ml of conc. HCl. After 5 min the solid is filtered and washed with water and isopropyl alcohol. 45.5 g (yield 70%) of compound XIII is obtained. Melting point 122-123C (from isopropyl alcohol). IRS, v, cm-1: 1700, 1620, 1580. MS: M+ 203. Founs, % : C 64.73, H 4.50, N 6.90. C11H9NO3. Calc., %: C 65.02, H 4.47, N 6.89. 1H NMR (CDCl3, delta, ppm): 10.24 (1H, br.s, CHO); 2.79 (3H, s, NCOCH3); 7.34-7.91 (4H, m, Ar). UV-Vis, lambdamax, nm (lg epsilon): 230 (4.22), 257 (4.03), 312 (3.95), 356 HM (3.89).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Acetylindolin-3-one, its application will become more common.

Reference:
Patent; Proton OOO; GRANIK, Vladimir Grigorievich; RYABOVA, Svetlana Yurevna; PARSHIN, Valery Aleksandrovich; ALEKSEEVA, Ludmila Mikhaylovna; GRIGORIEV, Nikita Borisovich; EP2738167; (2014); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 16800-68-3, 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 16800-68-3 as follows.

3 – (4 – Methoxyphenyl) propyne acid 4 – nitrophenyl-unitz (89.2 mg 0.3 mmol), was obtained. N- Acetylindole -3 -unitz 26.3 mg (0.15 mmol), such as carbene-like (0.015 mmol) 3.96 mg, 1, 8 – diazabicycloundecene -7 – (0.3 mmol 45 mul) and methylene methylene chloride as shown in Formula IV, were 3 ml placed 25 ml in a unitunito-two-port bottle under 30 C inert atmosphere protection, unitunitunitaceous conditions 3h, and mixtures thereof. The reaction solution was concentrated, and eluted, eluting with a mixed 10:1 solvent of petroleum ether: ethyl acetate ratio timetime as eluent column chromatography to collect all the detected eluate fractions, and the solvent was evaporated 27 mg and the solvent was evaporated to obtain the unitz , 55% and beiunit_.

According to the analysis of related databases, 16800-68-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; China Pharmaceutical University; Du Ding; Sun Kewen; (10 pag.)CN110156800; (2019); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 16800-68-3, 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 16800-68-3 as follows.

General procedure: 1a (35.0 mg, 0.2 mmol, 1 equiv.), tert-BuOK (22.4 mg, 0.2 mmol, 1.0 equiv.) were added to a Schlenk tube. Then 2 ml THF was added using a syringe. The reaction mixture was stirred 15min,and then added iodonium salt 2 (0.2 mmol, 1.0 eq). The reaction was stirred at 30C for 10 hours.After cooling to room temperature, the solvent was removed in vacuo and the residue was purifiedby silica gel using a proper eluent (EtOAc/Hexane) to afford the desired products

According to the analysis of related databases, 16800-68-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Yanxia; Han, Jianwei; Liu, Zhen-Jiang; Synlett; vol. 26; 18; (2015); p. 2593 – 2597;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 16800-68-3, These common heterocyclic compound, 16800-68-3, name is 1-Acetylindolin-3-one, 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.

General procedure: A 10 mL glass tube equipped with a stirring bar was charged with the isatin-derived N-Boc ketimine 1 (0.44 mmol, 1.2 equiv), the N-acetylindolin-3-one 2 (0.4 mmol, 1.0 equiv), catalyst 4o (0.02 mmol, 2 mol%) and CH2Cl2 (4.0 mL). The resulting solution was stirred at r.t. for the indicated time. The solvent was then evaporated to give the crude product, which was directly purified by flash chromatography (n-pentane/EtOAc, 4:1 to 1:1) to provide the desired products 3a-t.

The synthetic route of 16800-68-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gajulapalli, V. Pratap Reddy; Jafari, Ehsan; Kundu, Dipti S.; Mahajan, Suruchi; Peuronen, Anssi; Rissanen, Kari; Enders, Dieter; Synthesis; vol. 49; 22; (2017); p. 4986 – 4995;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 16800-68-3, A common heterocyclic compound, 16800-68-3, name is 1-Acetylindolin-3-one, molecular formula is C10H9NO2, 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.

General procedure: To a solution of 1a (35 mg, 0.2 mmol) and 2a (52.4 mg,0.4 mmol) in DCE (3 mL) was added iodine (10 mg, 0.04 mmol). The reaction mixture was heated at 80 C for 24 h, then cooled to room temperature and quenched with saturated sodium thiosulfate. The mixture was extracted with CH2Cl2, the combined organic layer was dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by flash column chromatography on silica gel to afford title compound.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Guo, Jing; Weng, Jiang; Huang, Gong-Bin; Huang, Lin-Jie; Chan, Albert S.C.; Lu, Gui; Tetrahedron Letters; vol. 57; 49; (2016); p. 5493 – 5496;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 16800-68-3, name is 1-Acetylindolin-3-one, This compound has unique chemical properties. The synthetic route is as follows., category: indolines-derivatives

The N- acetyl-3-indolyl-one 1.75g (10mmol), N- benzyl-indole 2.07g (10mmol) and ferric chloride 1.62 g (10mmol) was dissolved in ethylene glycol and heated to 140 Celsius, 10 hours after the reaction, and extracted with methylene chloride, the organic layers combined, dried over anhydrous sodium sulfate, methylene chloride / methanol to give a white solid product N- acetyl -3- (indol-3-benzyl-N- ) – indole 3.1g, yield 85%

According to the analysis of related databases, 16800-68-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sun Yat-sen University; Weng, Jiang; Lu, Gui; Guo, Jing; (7 pag.)CN105669516; (2016); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 16800-68-3, name is 1-Acetylindolin-3-one, 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. Computed Properties of C10H9NO2

To a solution of 1a (35 mg, 0.2 mmol) and 2a (52.4 mg,0.4 mmol) in DCE (3 mL) was added iodine (10 mg, 0.04 mmol). The reaction mixture was heated at 80 C for 24 h, then cooled to room temperature and quenched with saturated sodium thiosulfate. The mixture was extracted with CH2Cl2, the combined organic layer was dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by flash column chromatography on silica gel to afford title compound.

The synthetic route of 1-Acetylindolin-3-one has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guo, Jing; Weng, Jiang; Huang, Gong-Bin; Huang, Lin-Jie; Chan, Albert S.C.; Lu, Gui; Tetrahedron Letters; vol. 57; 49; (2016); p. 5493 – 5496;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 16800-68-3, 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. 16800-68-3, name is 1-Acetylindolin-3-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A 10 mL glass tube equipped with a stirring bar was charged with the isatin-derived N-Boc ketimine 1 (0.44 mmol, 1.2 equiv), the N-acetylindolin-3-one 2 (0.4 mmol, 1.0 equiv), catalyst 4o (0.02 mmol, 2 mol%) and CH2Cl2 (4.0 mL). The resulting solution was stirred at r.t. for the indicated time. The solvent was then evaporated to give the crude product, which was directly purified by flash chromatography (n-pentane/EtOAc, 4:1 to 1:1) to provide the desired products 3a-t. (2S,3?S)-tert-Butyl (1-Acetyl-1?-methyl-2?,3-dioxo-[2,3?-biindolin]-3?-yl)carbamate (3a)Yield: 165 mg (86%); colorless solid; mp 162-163 C; [alpha]D27 -21.4 (c0.5, CHCl3).HPLC: CHIRALPAK IB, n-heptane/EtOH (7:3), 1.0 mL/min, tR (major) =8.5 min, tR (minor) = 11.4 min, lambda = 230 nm; >20:1 dr; 99% ee.IR (ATR): 3307, 2962, 2641, 2322, 2083, 1919, 1902, 1811, 1771, 1709,1602, 1581, 1334, 755, 654 cm-1.1H NMR (400 MHz, CDCl3): delta = 7.55 (m, 2 H, NH, ArH), 7.44 (d, J = 8.0Hz, 1 H, ArH), 7.25 (d, J = 8.0 Hz, 1 H, ArH ), 7.00 (td, J = 8.0, 4.0 Hz, 2 H,ArH), 6.90 (d, J = 8.0 Hz, 1 H, ArH), 6.59 (d, J = 4.0 Hz, 1 H, ArH), 6.51 (t,J = 8.0 Hz, 1 H, ArH), 5.12 (s, 1 H, CH), 3.17 (s, 3 H, NMe), 2.53 (s, 3 H,COCH3), 1.19 [s, 9 H, C(CH3)3].13C NMR (101 MHz, CDCl3): delta = 192.4, 172.8, 171.9, 153.6, 152.5,143.7, 136.4, 129.3, 126.5, 125.5, 124.7, 124.2, 123.6, 121.6, 117.3,108.0, 79.9, 69.4, 64.4, 28.0 (3 C), 26.2, 24.2.MS (ESI): m/z = 458.1 [M + Na]+.HRMS (ESI): m/z [M + Na]+ calcd for C24H25N3O5Na: 458.1686; found:458.1687.

The synthetic route of 1-Acetylindolin-3-one has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gajulapalli, V. Pratap Reddy; Jafari, Ehsan; Kundu, Dipti S.; Mahajan, Suruchi; Peuronen, Anssi; Rissanen, Kari; Enders, Dieter; Synthesis; vol. 49; 22; (2017); p. 4986 – 4995;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem