Dimethylformamide → (2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl chloride

Participants

Reaction Steps

19.5 g (73.13 mmol) of (2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoic acid were dissolved in 860 ml of dichloromethane, and 0.5 ml of DMF was added. At −5° C. to −10° C. (ice/acetone cooling bath), 73 ml (146.26 mmol) of a 2 M solution of oxalyl chloride in dichloromethane were then slowly added dropwise, and the mixture was stirred at this temperature for 1 h. After the reaction had gone to completion, the reaction solution was concentrated under reduced pressure and the residue obtained was taken up in 200 ml of dichloromethane and then once more evaporated to dryness. This gave 20.1 g (70.5 mmol, 96% of theory) of the title compound as a colourless oil. The product obtained in this manner was used without further purification and without further spectroscopic characterization in subsequent reactions.

Provenance & Evidence