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 in 300 ml of xylene to 125° C. and over the course of 6 hours 69.1 g (0.5 mol) of 4-hydroxybenzoic acid were introduced in portions. The batch was stirred at 125° C. for 1 hour thereafter, cooled to room temperature, and filtered with suction, and the filter 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