4-Hydroxybenzoic Acid → Benzoic acid, 4-((1-oxodecyl)oxy)-

Participants

Reaction Conditions

Reaction Steps

116.3 g (0.61 mol) of decanoyl chloride were heated to 125° C. in 300 ml of xylene, and 69.1 g (0.5 mol) of 4-hydroxybenzoic acid were introduced in portions over the course of six hours. The batch was subsequently stirred at 125° C. for one hour, cooled to room temperature, and filtered with suction, and the solid product was washed three times with 45 ml of xylene. The yield after drying under reduced pressure at 100° C. was 108.4 g (74% of theory). According to HPLC and NMR measurement, the product was free from decanoic acid and from unreacted para-hydroxybenzoic acid, but contained 0.4% by weight of byproducts such as dimers and trimers of the para-hydroxybenzoic acid.

Provenance & Evidence