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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1762495Generated: October 31, 2026

Triethylamine → N-Methoxy-3-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-pyrrolidone

https://huagongshe.com/reaction/1762495

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3,5-Di-tert-butyl-4-hydroxybenzaldehydeHCID 73219—
Reactant(1-Methoxy-2-oxopyrrolidin-3-yl)(triphenyl)phosphanium bromideHCID 20041535—
SolventEthanolHCID 702—
ProductN-Methoxy-3-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-pyrrolidoneHCID 11957267.9%

Reaction Steps

27.6 g of 3,5-di-tert-butyl-4-hydroxybenzaldehyde, 54.0 g of (N-methoxy-2-pyrrolidone-3-yl)triphenylphosphonium bromide and 33.0 ml of triethylamine were heated at 50° C. in ethanol for four hours. After distilling the ethanol off, the residue was dissolved in chloroform, washed with water and then a saturated saline solution and dried over anhydrous magnesium sulfate. After distilling the chloroform off, the residue was treated with the column chromatography, using silica gel and a carrier liquid of benzene and acetone and recrystallized with a mixture of ethyl acetate and hexane to give 26.5 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04833160
Source datasetuspto-grants-1989_05
ORD IDord-31c9ad1a2108474d956739885bae8e1f
Source noteuspto-grants-1989_05