Glutaric anhydride → Pentaerythritol trinitrate glutarate

Participants

Reaction Steps

Pentaerythritol trinitrate (0.8 gram, 0.003 mol) was combined with 0.4 gram (0.03 mol) of glutaric anhydride and 50 mg of 4-dimethylamino pyridine in 25 ml of ether. The mixture was stirred at boiling for 12 hours and concentrated under vacuum, then the oily residue was partitioned between ether and saturated NaHCO3. The aqueous base layer was removed and acidified with 1N HCl to approximately pH 6. The solution was cooled in ice and after 15 minutes a white precipitate was collected, washed with water and air dried, yielding 0.5 gram of pentaerythritol trinitrate glutarate in the form of a white powder.

Provenance & Evidence