Acetic Anhydride → 3,5-Dioxohexanoic acid

Participants

Reaction Conditions

Reaction Steps

D-panthenol (177 grams, 0.572 moles) and polymer bound dimethylaminopyridine (2.7 grams) were added to a flask. Acetic anhydride (192.5 grams, 4.4 moles) was slowly added to the stirring mixture, and the resultant exotherm was controlled when the temperature reached 80° C. The mixture was heated at 80° C. and stirred for 9 hours. The flask was then fitted for vacuum distillation, and the acetic acid was removed under reduced pressure to a concentration of about 4% w/w. The catalyst (P-DMAP) was filtered out from the reaction mixture. The solution was treated with a 50% w/w solution of sodium hydroxide in a volume sufficient to neutralize the residual acetic acid, and the resultant solids of sodium acetate were removed by filtration. The residual water was then removed under vacuum to afford about 78% of the desired product, D-panthenyl triacetate.

Provenance & Evidence