Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1612581Generated: November 1, 2026

4-Hydroxybenzoic Acid → Benzoic acid, 4-hydroxy-, 2-methylbutyl ester

https://huagongshe.com/reaction/1612581

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Hydroxybenzoic AcidHCID 135—
ReactantWaterHCID 962—
ReactantSulfuric AcidHCID 1118—
Reactant(S)-2-methyl-1-butanolHCID 2723602—
SolventTolueneHCID 1140—
ProductBenzoic acid, 4-hydroxy-, 2-methylbutyl esterHCID 1353094983%

Reaction Steps

4.0 g of p-hydroxybenzoic acid and 12.5 g of (S)-(-)-2-methylbutanol were refluxed for 6 hours in toluene in the presence of sulfuric acid, while the generated water was removed out. Subsequently, the reaction solution was washed with water to remove sulfuric acid out. After the resulting solution was dried and concentrated, the concentrate was purified by column chromatography to obtain 5.0 g of the objective ester compound (liquid state at room temperature, [α]D23 =+4.9° (CHCl3)). (Yield: 83%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05190686
Source datasetuspto-grants-1993_03
ORD IDord-3026b880b4bd479eb7f10a251215cf5a
Source noteuspto-grants-1993_03