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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2082168Generated: October 25, 2026

Toluene → 2-(2'-Hydroxy-3'5-di-tert-butylphenyl) benzotriazole

https://huagongshe.com/reaction/2082168

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium HydroxideHCID 14798—
Reactant2,4-Bis(1,1-dimethylethyl)-6-[2-(2-nitrophenyl)diazenyl]phenolHCID 104110—
ReactantHCID 178418361HCID 178418361—
CatalystHCID 178418390HCID 178418390—
SolventWaterHCID 962—
SolventIsopropanolHCID 3776—
Product2-(2'-Hydroxy-3'5-di-tert-butylphenyl) benzotriazoleHCID 7745573%

Reaction Steps

35.5 g (0.1 mol) of 2-nitro-2'-hydroxy-3',5'-di-t-butylazobenzene, 0.125 g of 5% palladium carbon, 100 ml of toluene, 100 ml of IPA, 100 ml water and 8.3 g of caustic soda were charged into a 500-ml stainless autoclave equipped with an agitator. After the air in the autoclave had been replaced by hydrogen, the pressure of hydrogen was set to 10 kg/cm2. Reaction was effected in the same way as that employed in Example 1. After the reaction had been completed, the catalyst was filtered off. When part of the filtrate was subjected to quantitative analysis using GC, it was found that the yield of 2-(2'-hydroxy-3',5'-di-t-butylphenyl)benzotriazole is 82%. After the solvent had been distilled off from the filtrate, the residual solid was crystallized by IPA, washed with IPA and then dried to obtain 23.6 g of 2-(2'-hydroxy-3',5'-di-t-butylphenyl)benzotriazole (yield, 73%; melting point, 150° to 152° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05187289
Source datasetuspto-grants-1993_02
ORD IDord-3d47e57f955241b7acc60e70a49c1ad4
Source noteuspto-grants-1993_02