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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1976194Generated: November 2, 2026

3,5-Di-tert-butyl-4-hydroxybenzaldehyde → (E)-2-(Benzylaminosulfonyl)-3-(3,5-di-t-butyl-4-hydroxyphenyl)acrylonitrile

https://huagongshe.com/reaction/1976194

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-Di-tert-butyl-4-hydroxybenzaldehydeHCID 73219—
ReactantHCID 15410493HCID 15410493—
CatalystPiperidineHCID 8082—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product(E)-2-(Benzylaminosulfonyl)-3-(3,5-di-t-butyl-4-hydroxyphenyl)acrylonitrileHCID 15410490—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 250 mg of 3,5-di-t-butyl-4-hydroxybenzaldehyde and 230 mg of N-benzyl cyanomethyl sulfonamide in 2 ml of ethanol with 2 drops of piperidine was heated at 100° C. for 3 hours. The cooled mixture was then diluted with 10 ml of water and extracted with 50 ml of ethyl acetate. The organic extract was then washed with brine, dried over sodium sulfate, filtered and concentrated. Crystallization of the crude with ethyl acetate and hexane yield 206 mg of the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06225346B1
Source datasetuspto-grants-2001_05
ORD IDord-c195bd31c06546ddb278103d42d5d63f
Source noteuspto-grants-2001_05