Application of C11H9NO3

Application of 2436-29-5, 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 2436-29-5 as follows.

Application of 2436-29-5, 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 2436-29-5 as follows.

A solution of N-chloro-3-phenylaniline (1.00 g, 4.91 mmol) in ethylene dichloride (10.0 mL) was cooled to 0 C and treated with 3-(1,3-dioxoisoindolin-2-yl)propanal (1.05 g, 5.15 mmol) and sodium triacetoxyborohydride (1.46 g, 6.87 mmol). The mixture was warmed to 25 C and stirred for 24 h. The mixture was treated with a solution of 1 M aqueous NaOH (2.0 mL), stirred for 0.5 h, then partitioned between between saturated aqueous NaCl (100 mL), and CH2Cl2 (100 mL). The organic layer was washed with saturated aqueous NaCl (3 100 mL), dried (Na2SO4), and concentrated in vacuo. The residue was dissolved in a minimal amount of CH2Cl2 and purified by flash chromatography (SiO2, 0-10% ethyl acetate-hexanes) to afford the title compound as a yellow oil (0.847 g, 44%). 1H NMR (600 MHz, CDCl3) 7.84 (2H, dd, J = 5.4, 3.1 Hz), 7.72 (2H, dd, J = 5.5, 3.0 Hz), 7.32 (2H, t, J = 7.9 Hz), 7.07-7.12 (4H, m), 6.78 (2H, m), 6.71 (1H, m), 3.78 (4H, m), 2.06 (2H, quintet, J = 7.5 Hz); 13C NMR (150 MHz, CDCl3) 168.5, 149.5, 146.9, 135.1, 134.2, 132.2, 130.3, 129.9, 124.5, 124.1, 123.5, 119.8, 118.0, 116.2, 50.1, 36.1, 27.0; LCMS m/z 391.1 ([M + H+], C23H19ClN2O2 requires 391.1).

According to the analysis of related databases, 2436-29-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kastrinsky, David B.; Sangodkar, Jaya; Zaware, Nilesh; Izadmehr, Sudeh; Dhawan, Neil S.; Narla, Goutham; Ohlmeyer, Michael; Bioorganic and Medicinal Chemistry; vol. 23; 19; (2015); p. 6528 – 6534;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem