Extracurricular laboratory: Synthetic route of 4-Chloro-N-methoxy-N-methylbenzamide

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, 4-Chloro-N-methoxy-N-methylbenzamide, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 122334-37-6, name is 4-Chloro-N-methoxy-N-methylbenzamide, belongs to amides-buliding-blocks 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 122334-37-6, Computed Properties of C9H10ClNO2

General procedure: A dry round-bottom flask under an atmosphere of argon was charged with alkyne (1 mmol), Weinreb amide (1.2 mmol), Ti(OiPr)4 (1.5 mmol, 0.44 mL), and anhydrous Et2O (10 mL). To this stirring mixture was injected i-PrMgCl (2M in Et2O, 3 mmol, 1.5 mL) dropwise over 5 minutes, the reaction was stirred for 4 hours at room temperature. The round-bottom flask was then placed in a dry-ice acetone bath and equilibrated to -78 C. In a separate dry pear-shaped flask under an atmosphere of argon BF3?OEt2 (2 mmol, 0.247 mL) was injected into a solution of aldehyde (2 mmol) in Et2O (2 mL) precooled with a dry-ice acetone bath. The BF3?OEt2-aldehyde mixture was stirred for 30 seconds then pulled up into a syringe. The solution of complexed aldehyde was then injected into the cooled reaction mixture containing the titanacycle. The cooling bath was removed and the reaction was allowed to warm to room temperature over 2 hours. At which point the reaction was quenched with 1 mL H2O, dried over magnesium sulfate, filtered, and concentrated. The crude material was subjected to flash chromatography (hexanes/CH2Cl2: 90/10).

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, 4-Chloro-N-methoxy-N-methylbenzamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Silwal, Sajan; Rahaim, Ronald J.; Tetrahedron Letters; vol. 56; 42; (2015); p. 5738 – 5742;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics