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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1578825Generated: November 2, 2026

Acetic Acid → 5-(3',5'-Di-tert.-butyl-4'-hydroxy-phenylethyl)-5-methyl-3-ethoxycarbonylethyl-hydantoin

https://huagongshe.com/reaction/1578825

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthyl AcrylateHCID 8821—
ReactantBenzyltrimethylammonium hydroxideHCID 66854—
Reactant5-(3'5'-Di-tert-butyl-4'-hydroxyphenylethyl)-5-methylhydantoinHCID 21416276—
SolventEthanolHCID 702—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product5-(3',5'-Di-tert.-butyl-4'-hydroxy-phenylethyl)-5-methyl-3-ethoxycarbonylethyl-hydantoinHCID 2141629674.6%

Reaction Steps

30 g (0.087 mol) of 5-(3',5'-di-tert.-butyl-4'-hydroxyphenylethyl)-5-methyl-hydantoin and 13.1 g (0.131 mol) of acrylic acid ethyl ester are dissolved in 100 ml of ethanol, 2 ml of a 40% strength solution of benzyl-trimethyl-ammonium hydroxide in methanol are added and the mixture is heated under reflux for 12 hours, whilst stirring. Thereafter it is neutralised with glacial acetic acid, diluted with 50 ml of water and cooled whilst stirring. The precipitate formed is filtered off, washed with 50% strength ethanol and recrystallised from 70% strength alcohol. 29 g of 5-(3',5'-di-tert.-butyl-4'-hydroxy-phenylethyl)-5-methyl-3-ethoxycarbonylethyl-hydantoin of melting point 100°C are thus obtained. (Stabiliser No. 9).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03939175
Source datasetuspto-grants-1976_02
ORD IDord-0e2a991b5c314de7a05105e34b685d81
Source noteuspto-grants-1976_02