1-Decanol → Decyl 2-Hydroxyoctanoate

Participants

Reaction Conditions

Reaction Steps

A 250 mL one neck round bottom flask equipped with a Dean Stark trap, condensor and nitrogen inlet/outlet was charged with 20.0 g (0.12 moles) 2-hydroxyoctanoic acid, 79.0 g (0.50 moles) decyl alcohol, and 624 mg sulfuric acid. The mixture was heated to 140° C. for 8 hours and water was collected as the reaction proceeded. The acid was neutralized by washing three times with 50 ml saturated sodium bicarbonate solution. The organic layer was collected and dried over magnesium sulfate. Excess decyl alcohol was removed by high vacuum distillation to yield 28.99 g (77.3% yield) of clear pale yellow liquid. According to GC the product is 95.0% pure.

Provenance & Evidence