Extracurricular laboratory: Synthetic route of 1,4-Dichlorobut-2-yne

According to the analysis of related databases, 821-10-3, the application of this compound in the production field has become more and more popular.

Electric Literature of 821-10-3, 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 821-10-3 as follows.

General procedure: K2CO3 (3a, 210 mg, 1.5 mmol) was added to a solution of b-ketoesters 5a-c (0.5 mmol) in acetone (10 mL) at 25 C. The reaction mixture was stirred at 25 C for 10 min. 1,4-Dichloro-2-butyne (2, 68 mg, 0.55 mmol) was added to the reaction mixture at reflux. The reaction mixture was stirred at 56 C for 8 h. The reaction mixture was cooled to 25 C and the solvent was concentrated. The residue was diluted with water (10 mL) and the mixture was extracted with CH2Cl2 (320 mL). The combined organic layers were washed with brine, dried, filtered and evaporated to afford crude product. Purification on silica gel (hexanes/EtOAc20/1e10/1) afforded 6a-c.

According to the analysis of related databases, 821-10-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chan, Chieh-Kai; Lu, Yi-Ju; Chang, Meng-Yang; Tetrahedron; vol. 71; 51; (2015); p. 9544 – 9549;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics