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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1085629Generated: October 26, 2026

Ethanol → 1-(4-Allyloxy-5-iodo-3-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione

https://huagongshe.com/reaction/1085629

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantBenzaldehyde, 3-iodo-5-methoxy-4-(2-propenyloxy)-HCID 4382547—
Reactant2-Propen-1-one, 1-(3,4,5-trimethoxyphenyl)-HCID 10443524—
CatalystThiazoleHCID 9256—
SolventTriethylamineHCID 8471—
Product1-(4-Allyloxy-5-iodo-3-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedioneHCID 15718026—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 4-allyloxy-5-iodo-3-methoxybenzaldehyde (46 g, 0.15 mol), 3,4,5-trimethoxyphenyl vinyl ketone (38 g, 0.16 mol) and thiazole catalyst (6 g, 0.07 mol) in triethylamine (200 ml) was heated, with stirring, at 70° C. for 2 hours, and kept at room temperature overnight. Ethanol was added to the solid mass, filtered, and the filtrate was evaporated to a residue, which was purified by HPLC (hexane-ethyl acetate; 2:1, v/v) to afford 1-(4-allyloxy-5-iodo-3-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione, m.p. 113°-114° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05010100
Source datasetuspto-grants-1991_04
ORD IDord-fcca7019432445eaa6b9a4ac8bcbbd5a
Source noteuspto-grants-1991_04