Category: 52798-01-3

Reference of 52798-01-3, These common heterocyclic compound, 52798-01-3, name is Methyl (4-cyanophenyl)acetate, 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.

Methyl 2-(4-cyanophenyl)acetate (200 mg, 1.14 mmol), methanol (2 mL), Pd/C (a small amount) and 2 drops of concentrated hydrochloric acid were added in a 25 mL single-neck flask with a hydrogen balloon equipped, and the mixture was stirred at room temperature for 3 hours under hydrogen atmosphere. After completion of the reaction according to TLC, the mixture was filtered and the filtrate was concentrated to afford a product methyl 2-(4-(aminomethyl)phenyl)acetate (white solid, 178 mg), with a yield of 74.2%. 1H NMR (400 MHz, DMSO) delta 8.22 (s, 2H), 7.44 (d, J = 8.1 Hz, 2H), 7.30 (d, J = 8.1 Hz, 2H), 3.98 (s, 2H), 3.71 (s, 2H), 3.61 (s, 3H). MS (ESI) m/z: 180.1 (M+1).

Statistics shows that Methyl (4-cyanophenyl)acetate is playing an increasingly important role. we look forward to future research findings about 52798-01-3.

Reference:
Patent; Fudan University; WANG, Yonghui; HUANG, Yafei; QIU, Ruomeng; TANG, Ting; (68 pag.)EP3581561; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

52798-01-3, A common heterocyclic compound, 52798-01-3, name is Methyl (4-cyanophenyl)acetate, 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.

Methyl p-cyanophenylacetate (300 mg, 0.86 mmol), and tetrahydrofuran (2 mL) were added to a 25 mL singlemouth bottle, and stirred for 10 min under ice bath, then NaH (81 mg, 1.02 mmol, 60%) was added, and the reaction was continued under ice bath for 10 min. Then iodomethane (243 mg, 0.86 mmol) was added, and the reaction was continued for 1 hour while stirring, and after completion of the reaction, the reaction was quenched with water. The reaction mixture was adjusted to pH 3 with 2M hydrochloric acid solution, and extracted with ethyl acetate (10 mL33). The organic layers were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and filtered, and then the filtrate was concentrated in vacuo to obtain a crude product. The crude product was passed through a column (ethyl acetate: petroleum ether = 1:1) to give the product (white oil, 190 mg), with a yield of 58.6%. 1H NMR (400 MHz, CDCl3) delta 7.62 (d, J= 8.3 Hz, 2H), 7.41 (d, J= 8.1 Hz, 2H), 3.78 (q, J= 7.1 Hz, 1H), 3.67 (s, 3H), 1.51 (d, J= 7.2 Hz, 3H). MS (ES) m/z: 190.0(MH+).

The synthetic route of 52798-01-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fudan University; WANG, Yonghui; HUANG, Yafei; YU, Fazhi; TANG, Ting; EP3476829; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts