Thionyl Chloride → (3,5-Dichloro-6-fluoro-2-pyridyloxy)acetyl chloride

Participants

Reaction Steps

A solution was prepared by admixing 8.6 grams (0.036 mole) of 3,5-dichloro-6-fluoro-2-pyridyloxy acetic acid in 15 milliliters of thionyl chloride. The mixture was refluxed for about 50 minutes. At the completion of the reaction, the excess thionyl chloride was removed by distillation. The liquid residue was cooled and the crystals which formed were separated. The (3,5-dichloro-6-fluoro-2-pyridyloxy)acetyl chloride product was recovered in a yield of 8.4 grams (92 percent of theoretical). Upon analysis, the product was found to have carbon, hydrogen, chlorine and nitrogen contents of 32.9, 0.9, 41.9 and 5.3 percent, respectively as compared with the theoretical contents of 32.8, 0.4, 41.4 and 5.5 percent, respectively, as calculated for the above-named compound.

Provenance & Evidence