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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1960158Generated: November 2, 2026

Oxygen → 4-tert-Butylbenzaldehyde

https://huagongshe.com/reaction/1960158

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxygenHCID 977—
Reactant4-tert-ButyltolueneHCID 7390—
Reactant4-tert-Butylbenzoic acidHCID 7403—
ReactantN-HydroxyphthalimideHCID 10665—
SolventAcetic AcidHCID 176—
Product4-tert-ButylbenzaldehydeHCID 70324—

Reaction Steps

In 3 mL of acetic acid was dissolved 300 mg of p-t-butyltoluene to give a solution, and the solution was further combined with 150 mg of the catalyst B and 33 mg of N-hydroxyphthalimide, followed by stirring at 100° C. in an oxygen atmosphere for 6 hours. The reaction mixture was analyzed through gas chromatography to find that p-t-butylbenzoic acid and p-t-butylbenzaldehyde were obtained in yields of 55.6% and 4.0%, respectively, with a conversion from p-t-butyltoluene of 76.5%. The catalyst B was separated from the reaction mixture through filtration, washed with ethyl acetate two times, dried at room temperature (25° C.) under reduced pressure, and thereby recovered as a catalyst B1. The cobalt ion concentration and manganese ion concentration in the reaction mixture, from which the catalyst B1 had been separated through filtration, were measured through atomic absorption spectrometry and found to be 21 ppm and 24 ppm, respectively.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410308B2
Source datasetuspto-grants-2013_04
ORD IDord-62693b40a26f4f35b6ab436ee4121d7b
Source noteuspto-grants-2013_04