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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 231009Generated: October 26, 2026

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

https://huagongshe.com/reaction/231009

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Hydroxybenzoic AcidHCID 135—
ReactantSulfuric AcidHCID 1118—
Reactant(S)-2-methyl-1-butanolHCID 2723602—
SolventTolueneHCID 1140—
ProductBenzoic acid, 4-hydroxy-, 2-methylbutyl esterHCID 1353094988.1%

Reaction Steps

0.29 mole(40.0 g) of 4-hydroxybenzoic acid and 0.35 mole(30.9 g) of (S)-(-)-2-methylbutanol were refluxed for 20 hours in 150 ml of toluene in the presence of 1 ml of conc. sulfuric acid. The reaction solution was concentrated, and then purified by column chromatography to obtain 53.2 g of 4-hydroxybenzoic acid 2-methylbutyl ester [[α]D23 =+4.95°(CHCl3)]. (yield: 88%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04844835
Source datasetuspto-grants-1989_07
ORD IDord-469b52153c964ebba05ae7f9953356b8
Source noteuspto-grants-1989_07