Extracurricular laboratory: Synthetic route of 932-32-1

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.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 932-32-1, name is 2-Chloro-N-methylaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8ClN

To a solution of the 2-chloro-N-methylaniline (Intermediate 237) (8g, 0.057 mol.) in acetonitrile (340 mL) was added oxoacetic acid (42.2 g, 0.57 mol.). After stirring for 0.5 hours at room temperature, NaBH3CN (17.7 g, 0.285 mol) was added in portions by keeping the temperature below 40C. The mixture was stirred at room temperature for 2 hours then acetic acid (23 mL) was added drop-wise. After stirring for 1 hour, the solid material was removed by filtration and the filtrate was concentrated to dryness. The residue was poured in water and the pH was adjusted to 9 with aqueous NaOH. After extraction of the aqueous layer with EtOAc, the aqueous layer was acidified to pH: 4 with diluted HCI. The white solid was filtered, washed with water then dried to give the title compound as a white solid (7g, 62%). LC/MS: m/z 200.1 (M+H) Rt: 1.67 min.

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:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/104524; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics