Thionyl Chloride → 4-[(E)-tert-Butyldiazenyl]-4-cyanopentanoyl chloride

Participants

Reaction Steps

Into a 25 ml round bottom flask was weighed 5 grams (.0237 mole) of 4-t-butylazo-4-cyanovaleric acid and then 15 ml of benzene and 2 ml of thionyl chloride were added. The acid dissolved and the solution was stirred for 4 hours at 25°C ± 2°C (protected from the atmosphere by a CaCl2 tube). At the end of the starting period the benzene and excess thionyl chloride evaporated under reduced pressure leaving 5.35 grams (98.8% yield) of 4-t-butylazo-4-cyanovaleryl chloride.

Provenance & Evidence