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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1088469Generated: November 1, 2026

3-Methoxybenzaldehyde → (E)-3-(2-(7-chloroquinolin-2-yl)ethenyl)anisole

https://huagongshe.com/reaction/1088469

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-MethoxybenzaldehydeHCID 11569—
Reactant7-Chloro-2-methylquinolineHCID 138395—
SolventAcetic AnhydrideHCID 7918—
Product(E)-3-(2-(7-chloroquinolin-2-yl)ethenyl)anisoleHCID 22163088—

Reaction Conditions

Temperature110 °C

Reaction Steps

7.1 mL of 3-methoxybenzaldehyde (58 mmoles), 9.953 g of 7-chloroquinaldine (56 mmoles) and 50 mL of acetic anhydride were mixed together and heated at 110° C. for 16 hours. After hydrolysis on ice, the product was extracted with ethyl acetate, washed with 5% sodium bicarbonate and brine and partially purified by flash chromatography using 10% ethyl acetate in hexane. Recrystallisation from ether: hexane yielded the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04962203
Source datasetuspto-grants-1990_10
ORD IDord-d067cb4f58a841b4b0a746e452b83984
Source noteuspto-grants-1990_10