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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 326174Generated: October 26, 2026

Water → 2-{2-[3-Methoxy-4-(2-hydroxy-3-methacryloyloxypropyloxy)-phenyl]-ethenyl}-quinoline

https://huagongshe.com/reaction/326174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantGlycidyl methacrylateHCID 7837—
Reactant2-[2-(4-Hydroxy-3-methoxyphenyl)-ethenyl]-quinolineHCID 623970—
CatalystTetrabutylammonium ChlorideHCID 70681—
SolventDimethylacetamideHCID 31374—
Product2-{2-[3-Methoxy-4-(2-hydroxy-3-methacryloyloxypropyloxy)-phenyl]-ethenyl}-quinolineHCID 5432794050%

Reaction Steps

In 5 cm3 of N,N-dimethylacetamide, 2.77 g of the produced quinoline derivative was dissolved and 1.42 g of glycidyl methacrylate and 0.10 g of tetrabutylammonium chloride were added thereto. The resultant mixture was reacted by maintaining it at 90° to 100° C. for 5 hours. The reaction product was mixed with water. The oily substance separated consequently was extracted via ethyl acetate, washed thoroughly with water, and dried. The dry product was distilled to expel the solvent and then separated and purified by silica gel chromatography, to afford 2-{2-[3-methoxy-4-(2-hydroxy-3-methacryloyloxypropyloxy)-phenyl]-ethenyl}-quinoline in a yield of 50%. When this product was recrystallized via ethyl acetatehexane, there was obtained a pure product having a melting point of 119° C. It was identified by elementary analysis and infrared absorption spectrometry.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04444868
Source datasetuspto-grants-1984_04
ORD IDord-937b96f9883c4dc3af7a5c24d204bfd7
Source noteuspto-grants-1984_04