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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1612585Generated: November 2, 2026

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

https://huagongshe.com/reaction/1612585

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Hydroxybenzoic AcidHCID 135—
ReactantSulfuric AcidHCID 1118—
Reactant2-Methyl-1-butanolHCID 8723—
SolventTolueneHCID 1140—
ProductBenzoic acid, 4-hydroxy-, 2-methylbutyl esterHCID 1353094983%

Reaction Steps

4.0 g of p-hydroxybenzoic acid and 12.5 g of (-)-2-methylbutanol were refluxed for 6 hours in toluene in the presence of sulfuric acid, while removing the generated water out from the reaction system. Subsequently, the reaction solution was washed with water to remove sulfuric acid out. The reaction solution was then dried and concentrated, and 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-f5b828663d9649b8b5f024868bd1fc18
Source noteuspto-grants-1993_03