Category: 16078-34-5

Related Products of 16078-34-5, A common heterocyclic compound, 16078-34-5, name is 1-(2,3-Dihydro-1H-indol-5-yl)-ethanone, molecular formula is C10H11NO, 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.

Add TEA (51.9 mL, 372.2 mmol) and tetrahydropyran-4-carbonyl chloride (22.1 g, 148.9 mmol) to a mixture of 1-indolin-5-ylethanone (20.0 g, 124.1 mmol) in DCM (496 mL). Stir the resulting mixture at room temperature for two hours. Dilute the reaction mixture with DCM (500 mL) and wash with saturated aqueous sodium bicarbonate. Isolate the organic layer and extract the aqueous layer twice with DCM (500 mL). Wash combined organic layers with saturated aqueous sodium chloride, dry over anhydrous sodium sulfate, filter and concentrate the filtrate to give the title compound quantitatively as a light yellow solid. ES/MS (m/z): 274.0 (M+H). Alternative Isolation Procedure: (0059) Treat the product with heptane and concentrate. Repeat the treatment and concentration a second time. Treat with heptane and cool to 0-5 C. Collect the product by filtration and rinse with heptane and dry to give the title compound.

The synthetic route of 16078-34-5 has been constantly updated, and we look forward to future research findings.

Electric Literature of 16078-34-5, The chemical industry reduces the impact on the environment during synthesis 16078-34-5, name is 1-(2,3-Dihydro-1H-indol-5-yl)-ethanone, I believe this compound will play a more active role in future production and life.

Treat a 100 C. solution of 1-indolin-5-ylethanone (1.00 g, 6.02 mmol) in toluene (12 mL) with a solution of di-tert-butyl dicarbonate (1.97 g, 9.03 mmol) in toluene (12 mL) dropwise over 20 minutes. Continue heating the mixture for 30 minutes. Concentrate the reaction mixture. Purify by silica gel column chromatography with 15-35% (1:1 EtOAc:DCM) in hexanes to give the title compound (1.52 g, 97%) as a white solid. ES/MS (m/z): 262.0 (M+H).

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, 1-(2,3-Dihydro-1H-indol-5-yl)-ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eli Lilly and Company; Bastian, Jolie Anne; Chen, Jiehao; Cohen, Jeffrey Daniel; Henry, James Robert; McMillen, William Thomas; Reaman, Bradley Earl; Rubio, Almudena; Sall, Daniel Jon; Zhao, Gaiying; (36 pag.)US2017/354641; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 16078-34-5,Some common heterocyclic compound, 16078-34-5, name is 1-(2,3-Dihydro-1H-indol-5-yl)-ethanone, molecular formula is C10H11NO, 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.

Step I:Methanesulfonyl chloride was added dropwise to a stirred solution of 1-(indolin-5-yl)ethanone and 5 mL of pyridine under N2. The reaction was stirred at room temperature overnight. When complete as determined by HPLC using the protocol described in Example 2 above, as well as by TLC (8/2 PE/EtOAc), the solvent was evaporated, the evaporation residue was dissolved in 50 mL ethyl acetate, washed with 100 mL cold 0.5M HCl and then with brine and finally dried on Na2SO4. The solvent was evaporated and the product was used in the next step without further purification (400 mg, yield 38%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(2,3-Dihydro-1H-indol-5-yl)-ethanone, its application will become more common.

Reference:
Patent; Dynamix Pharmaceuticals LTD.; US2012/302609; (2012); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 16078-34-5, A common heterocyclic compound, 16078-34-5, name is 1-(2,3-Dihydro-1H-indol-5-yl)-ethanone, molecular formula is C10H11NO, 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: RuCl3nH2O (0.5 mol %), HMTA-Bz (1 mol %), amine (0.25 ml)and dry toluene (1.0 ml) were placed in a Schlenk tube. The reactionmixture was stirred under open condition to nitrogen andrefluxed for 24 h. After completion of the reaction all toluene wereevaporated under vacuo, the oxidized products were isolated fromcrude mixture with the help of column chromatography using hexane/EtOAc as eluent. The formation of products was confirmed bycomparing the 1H NMR data with literature reports.

The synthetic route of 16078-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Barteja, Parul; Devi, Preeti; Kannan, Muthukumar; Muthaiah, Senthilkumar; Journal of Catalysis; vol. 386; (2020); p. 1 – 11;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem