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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1030321Generated: October 26, 2026

Toluene → 2,4-Di-tert-butyl-6-(5-chloro-2H-benzotriazol-2-yl)phenol

https://huagongshe.com/reaction/1030321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTributylamineHCID 7622—
Reactant2-(2-hydroxy-3,5-di-t-butylphenyl)-5-chlorobenzotriazole-N-oxideHCID 14149471—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
SolventWaterHCID 962—
Solvent(+-)-2-ButanolHCID 6568—
Product2,4-Di-tert-butyl-6-(5-chloro-2H-benzotriazol-2-yl)phenolHCID 7747079.2%

Reaction Steps

37.4 g (0.1 mol) of 2-(2'-hydroxy-3',5'-di-t-butylphenyl)-5-chlorobenzotriazole-N-oxide, 100 ml of toluene, 60 ml of 2-butanol, 120 ml of water, 7 g of tributylamine and 5 g of Raney nickel 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 After the air in the autoclave had been replaced by hydrogen, the pressure of hydrogen was set to 10 kg/cm2. The temperature of the resultant mixture was increased under agitation to 65° C. at which the mixture was then subjected to reaction for 7 hours until the absorption of hydrogen was stopped. After the reaction had been completed, the autoclave was cooled, and the catalyst was filtered off. After the toluene layer had been separated, most part of toluene was distilled off, and the residual solid was washed with ethanol and then dried to obtain 28.3 g of 2-(2'-hydroxy-3',5'-di-t-butylphenyl)-5-chlorobenzotriazole (yield, 79.2%; melting point, 152° to 154° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05104992
Source datasetuspto-grants-1992_04
ORD IDord-f84903afa18c4f9ea824aeaa070f724b
Source noteuspto-grants-1992_04