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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2059123Generated: October 26, 2026

Toluene → 3-(3,5-Di-t-butyl-4-hydroxyphenyl)-propionic acid allyl ester

https://huagongshe.com/reaction/2059123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantAllyl AlcoholHCID 7858—
ReactantLithium amideHCID 24532—
ReactantMethyl di-t-butyl hydroxyhydrocinnamateHCID 62603—
SolventAcetic AcidHCID 176—
Product3-(3,5-Di-t-butyl-4-hydroxyphenyl)-propionic acid allyl esterHCID 20545720—

Reaction Conditions

Temperature150 °C

Reaction Steps

0.2 g of lithium amide and in the course of 5 hours 38 g of allyl alcohol are added at 150° C. under nitrogen to 146 g of 3-(3,5-di-t-butyl-4-hydroxyphenyl)-propionic acid methyl ester. After completion of the addition, stirring is maintained at 150° C. for a further 10 hours. The brownish reaction mixture is cooled to about 100° C., and 150 ml of toluene, 0.5 g of concentrated acetic acid and 10 g of "Celite Hyflow Supercel" (product of Johns Manville Corp., USA) are added. There is thus obtained, after filtration and then removal of the solvent in vacuo, the title compound in crystalline form, m.p. about 40° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04322303
Source datasetuspto-grants-1982_03
ORD IDord-504d49677280405fba3127a71044c487
Source noteuspto-grants-1982_03