Oxalyl chloride → 2-(3-Chloro-4-methanesulfonyl-phenyl)-3-(3-oxo-cyclobutyl)-propionyl chloride

Participants

Reaction Conditions

Reaction Steps

A solution of 2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-(3-oxo-cyclobutyl)-propionic acid (0.12 g, 0.36 mmol) in methylene chloride (10 ml) was cooled to 0° C. To this solution was added dropwise a solution of oxalyl chloride in methylene chloride (2 M solution, 0.22 ml, 0.43 mmol) and N,N-dimethylfomamide (two drops) which produced gas evolution and then it was stirred at 0° C. for 20 minutes and 40 min at 25° C. After this time, the reaction was concentrated in vacuo and azeotroped with methylene chloride (10 ml). The reaction was redissolved in methylene chloride (10 ml) to afford the crude 2-(3-chloro-4-methanesulfonyl-phenyl)-3-(3-oxo-cyclobutyl)-propionyl chloride as a 0.012M solution which was used in the following step with no further purification.

Provenance & Evidence