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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1659900Generated: October 25, 2026

O-Xylene → 2-[3-(3,5-Ditert-butyl-4-hydroxyphenyl)propanoylamino]ethyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate

https://huagongshe.com/reaction/1659900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-XyleneHCID 7237—
Reactant3-(3',5'-Di-tert-butyl-4'-hydroxyphenyl)propionic acidHCID 88389—
Reactant3-(3,5-Ditert-butyl-4-hydroxyphenyl)-N-(2-hydroxyethyl)propanamideHCID 548437—
CatalystTitanium tetrabutoxideHCID 21801—
SolventWaterHCID 962—
Product2-[3-(3,5-Ditert-butyl-4-hydroxyphenyl)propanoylamino]ethyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoateHCID 5239119—

Reaction Steps

A mixture of 32 g (0.1 mole) of 3-(3,5-di-tert-butyl-4-hydroxyphenyl)-N-(2-hydroxyethyl)propionamide, 27 g (0.1 mole) of 3(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid, 1 g Tyzor TBT catalyst and 100 ml xylene was refluxed at 150° until evolution of water ceased. In the course of four hours, two ml water was collected in the Stark & Dean trap. The xylene was removed by vacuum stripping. The title compound (54 g) was recrystallized from a toluene/hexane mixture. It melted at 151°-154° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04305868
Source datasetuspto-grants-1981_12
ORD IDord-007e9ef1c46b493896077fb2ad14a8bb
Source noteuspto-grants-1981_12