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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1872923Generated: November 2, 2026

Ethylene Glycol → 3,5-Bis(tert-butyl)benzaldehyde

https://huagongshe.com/reaction/1872923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantSulfuric AcidHCID 1118—
ReactantHexamethylenetetramineHCID 4101—
ReactantBoric AcidHCID 7628—
Reactant2,6-Di-tert-butylphenolHCID 31405—
Product3,5-Bis(tert-butyl)benzaldehydeHCID 1268253—

Reaction Conditions

Temperature149 °C

Reaction Steps

3.5 g of boric acid was heated in 150 ml of ethylene glycol at 150° C. for 30 minutes, in a 500 cc flask equipped with a reflux condenser. 25 g of hexamethylenetetramine and 21 g of 2,6-bis(1,1-dimethylethyl)phenol were then added and the solution maintained at 148-150° C. for 15 minutes. After cooling to 125° C. at which stage the first crystals appeared, 150 ml of H2SO4 (30%0 was added and stirring was continued for another 30 minutes. The resulting slurry was filtered and washed with warm water. After drying, 22 g of 3,5-bis(1,1-dimethylethyl)benzaldehyde was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06111047
Source datasetuspto-grants-2000_08
ORD IDord-c5d9cc46277f4d38b45f49b414d69111
Source noteuspto-grants-2000_08