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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2351789Generated: November 1, 2026

Acetic Acid → Benzoic acid, 4-(acetyloxy)-

https://huagongshe.com/reaction/2351789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrogen BromideHCID 260—
ReactantAcetic AnhydrideHCID 7918—
Reactantp-Acetylphenyl acetateHCID 83063—
CatalystTitaniumHCID 23963—
ProductBenzoic acid, 4-(acetyloxy)-HCID 16865—

Reaction Conditions

Temperature300 fahrenheit

Reaction Steps

One hundred and sixty-six (166) g (0.933 mole) of p-acetoxyacetophenone, 100 g (0.98 mole) of acetic anhydride, 250 g (4.17 moles) of acetic acid, 3.5 g (0.0014 mole) of Co(OAc)2.4H2O, 3.5 g (0.0014 mole) of Mn(OAc)2.4H2O, and 4.7 g (0.0028 mole) of 48% HBr were combined in a two-liter titanium-clad autoclave. The reaction mixture was heated to 300° F. and pressurized to 300 psi. Air was introduced at a rate of 0.75 scf/min. During the run, a solution of 54 g (0.53 mole) of acetic anhydride and 13 g (0.217 mole) of acetic acid was added through a pump. The run time was 25 minutes. Analyses of the total reactor effluent and wash showed: p-acetoxybenzoic acid, 87 mole % yield, p-hydroxybenzoic acid, 1.2 mole % yield, and p-acetoxyacetophenone, 3.5 mole % yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04873361
Source datasetuspto-grants-1989_10
ORD IDord-3cebab42f32543268c82c2933d2a9846
Source noteuspto-grants-1989_10